Category: 5332-26-3

Related Products of 5332-26-3, A common heterocyclic compound, 5332-26-3, name is 2-(Bromomethyl)isoindoline-1,3-dione, molecular formula is C9H6BrNO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Salt (n-Bu4N)2[2-B10H9SH] (0.50g, 0.79mmol), N-(bromomethyl)phthalimide (0.38g, 1.68mmol), and cesium carbonate (0.26g, 0.39mmol) were placed in a 25-ml round-bottom flask and dissolved in 4ml DMF. The solution was heated to 80C in an argon atmosphere for 4h. After cooling to room temperature, a precipitate was removed by filtration and the solvent was distilled off on a rotary evaporator, and the dry residue was resuspended in 15ml of distilled water and allowed to stand in an ultrasonic bath to form a flocculated suspension. The precipitate was filtered off and washed with distilled water (2×10 ml) and ethyl acetate (3×5ml). Yield: 82%. Anal. calc. for C34H57B10N3O4S (%): C, 57.35; H, 8.07; N, 5.90; S, 4.50. Found (%): C, 57.15; H, 8.12; N, 5.81; S, 4.32. (0023) 1H NMR (CD3CN, delta, ppm): 7.79 (m, 8H, Ph), 5.04 (d, 2H, J=13.42, SCHaHb), 4.92 (d, 2H, J=13.42, SCHaHb), 3.09 (m, 8H, n-Bu4N+), 1.61 (m, 8H, n-Bu4N+), 1.34 (m, 8H, n-Bu4N+), 0.96 (t, 12H, n-Bu4N+), 0.60-2.10 (m, 9H, B10H9). (0024) 13C NMR (CD3CN, delta, ppm): 167.6 (CO), 135.8, 132.6, 124.4 (Ph), 59.3 (n-Bu4N+), 49.6 (SCH2), 24.3 (n-Bu4N+), 20.3 (n-Bu4N+), 13.8 (n-Bu4N+). (0025) 11B-{1H} NMR (CD3CN, delta, ppm): 3.5 (d, 1B), -4.4 (d, 1B), -18.2 (s, 1B), -26.5 (d, 5B), -30.1 (d, 2B). (0026) IR (CCl4): 3466,5 3091, 3062, 3027, 2959, 2933,2871, 2520, 2477, 1770, 1711, 1613, 1468, 1423, 1388, 1362, 1320, 1186, 1100, 1087, 1026, 978, 931, 860, 796, 717, 661, 603, 527cm-1.

The synthetic route of 5332-26-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kubasov; Turishev; Golubev; Bykov, A.Yu.; Zhizhin, K.Yu.; Kuznetsov; Inorganica Chimica Acta; vol. 507; (2020);,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 5332-26-3, name is 2-(Bromomethyl)isoindoline-1,3-dione, A new synthetic method of this compound is introduced below., SDS of cas: 5332-26-3

Preparation 5Preparation of 3-({r(1 ,1-dimethylethyl)oxy1carbonyl}amino)-2- (phenylmethyl)propanoic acida) diethyl 2-[(1 ,3-dioxo-1 ,3-dihydro-2/-/-isoindol-2-yl)methyl]-2- (phenylmethyl)butanedioateTo a suspension of NaH (2.2 g, 54 mmole) in THF (200 ml.) was added diethyl 2-(phenylmethyl)butanedioate (12.5 g, 49.9 mmole). After 30 min at RT, bromomethyl phthalimide was added to the reaction mixture and the contents were stirred for 14 h at RT. The reaction was quenched with H2O (15 ml_), diluted with Et2O (300 ml.) and layers separated. The organic layer was concentrated under vacuum and the resulting residue recrystallized from EtOH (0) to give the title compound (13 g, 64%) as a white solid: LCMS (ES) m/z 410 (M+H)+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/121786; (2008); A1;,
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In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 5332-26-3 as follows. Formula: C9H6BrNO2

Example 4 Diethyl phthalimidomethylphosphonate VII Triethyl phosphite (32 g, 192.59 mmol) was added to N-(bromomethyl)phthalimide III (46 g, 191.62 mmole) at room temperature and the reaction mixture was heated to 120 C. when vigorous reaction initiated by evolution of ethyl bromide gas. After 1 h at 120 C., the reaction mixture was allowed to cool down to room temperature and diluted with chloroform (250 ml). The mixture was washed with water (3*100 ml), brine (3*100 ml), dried over sodium sulfate and concentrated to furnish the phosphonate compound VII as a thick oil which is solidified on standing under vacuum; yield: 40 g; 70%. The crude material was carried over to the following step without further purification.

According to the analysis of related databases, 5332-26-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HELVETICA INDUSTRIES (P) LIMITED; US2011/263870; (2011); A1;,
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Adding a certain compound to certain chemical reactions, such as: 5332-26-3, name is 2-(Bromomethyl)isoindoline-1,3-dione, belongs to indolines-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 5332-26-3, Recommanded Product: 5332-26-3

Salt (n-Bu4N)2[2-B10H9SH] (0.50g, 0.79mmol), N-(bromomethyl)phthalimide (0.19g, 0.84mmol), and cesium carbonate (0.26g, 0.39mmol) were placed in a 25-ml round-bottom flask and dissolved in 4ml DMF. The solution was heated to 40C in an argon atmosphere for 2h. After cooling to room temperature, a precipitate was removed by filtration and the solvent was distilled off on a rotary evaporator, and the dry residue was resuspended in 15ml of distilled water and allowed to stand in an ultrasonic bath to form a flocculated suspension. The precipitate was filtered off and washed with distilled water (2×10ml) and ethyl acetate (3×5 ml). Yield: 94%. Anal. calc. for C41H87B10N3O2S (%): C, 61.99; H, 11.04; N, 5.29; S, 4.04. Found (%): C, 61.72; H, 11.12; N, 5.15; S, 3.90. (0013) 1H NMR (CD3CN, delta, ppm): 7.74 (m, 4H, Ph), 4.24 (s, 2H, SCH2), 3.11 (m, 8H, n-Bu4N+), 1.61 (m, 8H, n-Bu4N+), 1.35 (m, 8H, n-Bu4N+), 0.96 (t, 12H, n-Bu4N+), 0.60-2.10 (m, 9H, B10H9). (0014) 13C NMR (CD3CN, delta, ppm): 168.3 (CO), 134.8, 133.4, 123.6 (Ph), 59.3 (n-Bu4N+), 41.5 (SCH2), 24.4 (n-Bu4N+), 20.3 (n-Bu4N +), 13.8 (n-Bu4N +). (0015) 11B-{1H} NMR (CD3CN, delta, ppm): -0.1 (d, 1B), -2.6 (d, 1B), -16.6 (s, 1B), -24.9 (d, 4B), -27.6 (d, 2B), -28.8 (d, 1B). (0016) IR (CCl4): 3467, 3087, 3070, 3042, 3030, 2978, 2950, 2875, 2500, 2477, 1773, 1702, 1614, 1455, 1439, 1401, 1372, 1318, 1190, 1158, 1107, 1083, 1010, 987, 941, 875,790, 711, 644, 605, 520cm-1.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-(Bromomethyl)isoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kubasov; Turishev; Golubev; Bykov, A.Yu.; Zhizhin, K.Yu.; Kuznetsov; Inorganica Chimica Acta; vol. 507; (2020);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 5332-26-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 5332-26-3, name is 2-(Bromomethyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of the tetrabutylammonium salt of 10-methylthio-7,8-dicarba-nido-caborane [1] (0.40 g, 0.95 mmol) in ethanol (10ml) chloroacetonitrile (0.06 ml, 0.95 mmol) was added. After stirring for 15 min, r.t., the mixture was heated under reflux for about 15 h and the solvent was evaporated under reduced pressure. The column chromatography on silica gel was used for the purification of the substance with CH2Cl2 as an eluent. Finally the solvent was removed in a vacuum to yield white solid (0.14 g, 68% yield).

The synthetic route of 2-(Bromomethyl)isoindoline-1,3-dione has been constantly updated, and we look forward to future research findings.

Reference:
Article; Erokhina, Svetlana A.; Stogniy, Marina Yu.; Suponitsky, Kyrill Yu.; Kosenko, Irina D.; Sivaev, Igor B.; Bregadze, Vladimir I.; Polyhedron; vol. 153; (2018); p. 145 – 151;,
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Reference of 5332-26-3, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 5332-26-3 as follows.

General procedure: To a mixture of substituted benzyl bromide 3a-3o (1.0 mmol), sodium azide (3.0 mmol), alkyne 2 (1.0 mmol) in DMF/water (8:2), copper sulfate pentahydrate (10 mol%) and sodium ascorbate (20 mol%) were added. The reaction mixture was stirred for 4-16 h at room temperature, and the progress of the reaction was monitored by TLC. After completion of the reaction, ice-cold water (30 mL) was added to the reaction mixture. The residue thus obtained was filtered, washed with aqueous ammonium chloride/ammonia (9:1) solution and water and recrystallized with chloroform/hexane (8:2) to get 1,4-disubstituted 1,2,3-triazoles (4a-4o).

According to the analysis of related databases, 5332-26-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lal, Kashmiri; Yadav, Pinki; Kumar, Ashwani; Medicinal Chemistry Research; vol. 25; 4; (2016); p. 644 – 652;,
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Related Products of 5332-26-3,Some common heterocyclic compound, 5332-26-3, name is 2-(Bromomethyl)isoindoline-1,3-dione, molecular formula is C9H6BrNO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step 1. Dimethyl (Phthalimidomethyl)phosphonate (ii). A mixture of N-(bromomethyl) phthalimide (i) (10.43 g, 43.46 mmol) and trimethyl phosphite (5.93 g, 47.80 mmol) was heated at reflux in xylene (20 mL) for 6 h. The reaction mixture was then cooled to room temperature and concentrated. Crystallization from CHCl3-hexane gave (ii) (7.60 g, 65%) as a white solid: 1H NMR (300 MHz, CDCl3) deltaH 3.84 (d, JH,P=10.8 Hz, 6H), 4.12 (d, J=11.4 Hz, 2H), 7.76 (m, 2H), 7.87 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(Bromomethyl)isoindoline-1,3-dione, its application will become more common.

Reference:
Patent; MethylGene, Inc.; US6472406; (2002); B1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 5332-26-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 5332-26-3, name is 2-(Bromomethyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: After the compound 1o (700 mg, 1.68 mmol) was dissolved in dichloromethane (15 mL), potassium hydroxide (278 mg, 4.22 mmol) and tetrabutylammonium bromide (60 mg) were added thereto, and iodomethyl (0.525 mL, 8.435 mmol) was slowly added thereto at room temperature. This solution was stirred for 10 hours at 25 C. Cooling water was added to the reaction material, and the result was adjusted to pH 5 to 6 using a 2N aqueous hydrochloric acid solution. After the organic layer was separated and taken, the aqueous layer was extracted once with dichloromethane, and the organic layers were combined, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was separated using silica gel column chromatography (normal-hexane/ethyl acetate=4/1) to give a pure target compound 1z (574 mg, 79%). Step 1: Preparation of methyl 2-tert-butoxy-2-(4-(4-chlorophenyl)-1-((1,3-dioxoisoindolin-2-yl)methyl)-2,3,6-trimethyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetate (19a) A target compound 19a (780 mg, 94%) was obtained by reacting the compound 1o (600 mg, 1.446 mmol) in the same manner as in Step 1 of Example 1, except that N-(bromomethyl)phthalimide (787 mg, 3.0 equivalents) and potassium hydroxide (400 mg, 5 equivalents) were used instead of iodomethyl and the stirring was carried out for 7 hours at 20 C. 1H-NMR (300 MHz, CDCl3) delta 0.98 (s, 9H), 1.46 (s, 3H), 2.45 (s, 3H), 2.65 (s, 3H), 3.63 (s, 3H), 5.04 (s, 1H), 6.08 (AB-q, 2H), 7.24 (m, 2H), 7.37 (m, 2H), 7.73 (m, 2H), 7.68 (m, 2H); MS (EI, m/e)=573 (M+).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-(Bromomethyl)isoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; SON, Jong Chan; KIM, Bong Jin; KIM, Jae Hak; LEE, Ill Young; YUN, Chang Soo; LEE, Sang Ho; LEE, Chong Kgo; US2014/249162; (2014); A1;,
Indoline – Wikipedia,
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Synthetic Route of 5332-26-3, These common heterocyclic compound, 5332-26-3, name is 2-(Bromomethyl)isoindoline-1,3-dione, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: The vacuum dried intermediate 3 (0.002 mol) was then reacted with mono- and di-substituted benzoic acids (0.003 mol) separately in presence of anhydrous potassium carbonate (0.003 mol) in DMF (10 mL). The reaction mixture was stirred at room temperature for about 2 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was poured into ice-cold water and allowed stir for 10 min. The solid obtained was filtered and washed successively with distilled water and recrystallized from ethanol to obtain4(a-n).

Statistics shows that 2-(Bromomethyl)isoindoline-1,3-dione is playing an increasingly important role. we look forward to future research findings about 5332-26-3.

Reference:
Article; Kumar, C.S. Chidan; Loh, Wan-Sin; Chandraju, Siddegowda; Win, Yip-Foo; Tan, Weng Kang; Quah, Ching Kheng; Fun, Hoong-Kun; PLoS ONE; vol. 10; 3; (2015);,
Indoline – Wikipedia,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 5332-26-3, name is 2-(Bromomethyl)isoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-(Bromomethyl)isoindoline-1,3-dione

General procedure: After the compound 1o (700 mg, 1.68 mmol) was dissolved in dichloromethane (15 mL), potassium hydroxide (278 mg, 4.22 mmol) and tetrabutylammonium bromide (60 mg) were added thereto, and iodomethyl (0.525 mL, 8.435 mmol) was slowly added thereto at room temperature. This solution was stirred for 10 hours at 25C. Cooling water was added to the reaction material, and the result was adjusted to pH 5 to 6 using a 2N aqueous hydrochloric acid solution. After the organic layer was separated and taken, the aqueous layer was extracted once with dichloromethane, and the organic layers were combined, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was separated using silica gel column chromatography (normal-hexane/ethyl acetate=4/1) to give a pure target compound 1z (574 mg, 79%). 1H-NMR (300 MHz, CDCl3) delta 0.97 (s, 9H), 1.49 (s, 3H), 2.28 (s, 3H), 2.71 (s, 3H), 3.65 (s, 3H), 3.75 (s, 3H), 5.07 (s, 1H), 7.24 (m, 1H), 7.43 (m, 3H); MS (EI, m/e)=428 (M+). A target compound 19a (780 mg, 94%) was obtained by reacting the compound 1o (600 mg, 1.446 mmol) inthe same manner as in Step 1 of Example 1, except that N-(bromomethyl)phthalimide (787 mg, 3.0 equivalents) andpotassium hydroxide (400 mg, 5 equivalents) were used instead of iodomethyl and the stirring was carried out for 7hours at 20C. 1H-NMR (300 MHz, CDCl3) delta 0.98 (s, 9H), 1.46 (s, 3H), 2.45 (s, 3H), 2.65 (s, 3H), 3.63 (s, 3H), 5.04 (s, 1H),6.08 (AB-q, 2H), 7.24 (m, 2H), 7.37 (m, 2H), 7.73 (m, 2H), 7.68 (m, 2H); MS (EI, m/e)=573 (M+).

According to the analysis of related databases, 5332-26-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Korea Research Institute of Chemical Technology; SON, Jong Chan; KIM, Bong Jin; KIM, Jae Hak; LEE, Ill Young; YUN, Chang Soo; LEE, Sang Ho; LEE, Chong Kgo; (98 pag.)EP2781519; (2014); A1;,
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