Category: 6326-79-0

HPLC of Formula: C8H4BrNO2, The chemical industry reduces the impact on the environment during synthesis 6326-79-0, name is 6-Bromoisatin, I believe this compound will play a more active role in future production and life.

For example, Compound 3 (N-benzyl-6-bromoindoline-2,3-dione) was prepared according to Scheme 1a: 6-Bromoisatin (SM1) (984 mg, 4.35 mmol, 1.0 equiv) was dissolved in N,N-dimethylformamide (8.70 mL), and the orange solution was cooled to 0 C. Sodium hydride (183 mg, 4.57 mmol, 60% dispersion in mineral oil, 1.05 equiv) was added in two portions, and the resulting purple suspension was maintained at 0 C. for 15 min. Benzyl bromide (604 muL, 5.05 mmol, 1.16 mmol) was added dropwise, and the resultant orange solution was maintained at 0 C. for 30 min. Water (30 mL) was added, and the biphasic mixture was extracted with EtOAc (4×50 mL). The combined organics were dried over Na2SO4 and concentrated. Purification of the residue by silica gel flash column chromatography (gradient 1:3 EtOAc-hexanes to 100% EtOAc) gave Compound 3 (1.31 g, 95%) as an orange solid: mp 190192 C.; Rf 0.69 (3:7 EtOAc-hexanes); 1H NMR (500 MHz, CDCl3): delta 7.47 (d, J=7.9 Hz, 1H), 7.417.36 (m, 2H), 7.367.31 (m, 3H), 7.287.24 (m, 1H), 6.96 (d, J=1.4, 1H), 4.91 (s, 2H); 13C NMR (125 MHz, CDCl3): delta 182.1 (C), 158.3 (C), 151.6 (C), 134.2 (C), 133.7 (C), 129.4 (CH), 128.6 (CH), 127.6 (CH), 127.3 (CH), 126.5 (CH), 116.5 (C), 114.7 (CH), 44.4 (CH2); IR (film): 1733, 1603 cm1; HRMS-ESI (m/z) [M+Na]+ calcd. for C15H10NO2BrNa, 337.9792; found, 337.9786.

Therefore, this conceptually novel strategy might open impressive avenues to establish green and sustainable chemistry platforms. In my other articles, you can also check out more blogs about 6326-79-0.

Reference:
Patent; Horne, David A.; Jove, Richard; Lincoln, Christopher; Nam, Sangkil; Overman, Larry; Xie, Jun; US2013/225637; (2013); A1;,
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COA of Formula: C8H4BrNO2,The dynamic chemical diversity of the numerous elements, ions and molecules that constitute the basis of life provides wide challenges and opportunities for research.

To a solution of compound 10 (10 g, 44.24 mmol) inEtOH (130 mL) was added a solution of hydroxylamine hydrochloride(4.61 g, 66.34 mmol) in H2O (20 mL) and the mixture was stirred at 80 C for 12 h. The mixture was concentrated under reduced pressure and the solid formed was filtered, washed with cold water, and dried under high vacuum to afford 10.24 g (96%) of compound 11 as a blood-red solid. IR (KBr) max. cm-1: 3336, 3330 (NH2), 3310 (OH),3038 (Ar-H), 2920 (Alph-H), 1690 (C=O), 1612, 1515, 1414(C=C), 1260 (C-N). 1H NMR (500 MHz, DMSO-d6) =7.02 (s, 1H, H-7); 7.20 (d, 1H, J = 8.2 Hz, H-5); 7.84 (d, 1H,J = 8.1 Hz, H-4); 10.83 (s, 1H, NH); 13.49 (s, 1H, OH); 13CNMR (125.7 MHz, DMSO-d6) = 113.12 (aromatic-C),115.50 (aromatic-C), 124.84 (aromatic-C), 128.46 (aromatic-C), 143.48 (aromatic-C), 144.02 (aromatic-C), 164.29,167.12 (C=O). Calculated (%) for C8H5BrN2O2 (239.95); C:39.86, H: 2.09, N: 11.62, found (%); C: 39.80, H: 2.14, N:11.58.

Hope you enjoy the show about 6326-79-0.

Reference:
Article; Ullah, Nisar; Medicinal Chemistry; vol. 10; 5; (2014); p. 484 – 496;,
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Indoline | C8H9N – PubChem

Related Products of 6326-79-0, New month, new HOT articles! We are pleased to share a selection of our referee-recommended HOT articles for 2021. We hope you enjoy reading these articles.

To R7 (25.0 g, 111 mmol) in acetonitrile (750 mL) is added MeI (15 mL, 241 mmol) and K2CO3 (60.0 g, 434 mmol) and the reaction mixture is stirred at 60 C. for 2 h. The reaction mixture is filtered and concentrated. Water and ethyl acetate are added to the residue. The organic layer is extracted twice with water, dried over MgSO4 and concentrated. Yield 56%, m/z 240/242 [M+H]+, rt 0.48 min, LC-MS Method X001-004.

The chemical industry reduces the impact on the environment during synthesis 6-Bromoisatin. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GRAUERT, Matthias; ANDERSKEWITZ, Ralf; GRUNDL, Marc; OOST, Thorsten; PAUTSCH, Alexander; PETERS, Stefan; US2014/275155; (2014); A1;,
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Electric Literature of 6326-79-0, Chemical engineers ensure the efficiency and safety of chemical processes, adapt the chemical make-up of products to meet environmental or economic needs, and apply new technologies to improve existing processes.

The mixture of IX-1 (6.5 g, 28.7 mmol), malonic acid (3.3 g, 31.7 mmol), NaOAc (2.95 g, 36 mmol) in AcOH (60 mL) were stirred at rt. After 6 hrs, NaOAc (2.95 g, 36 mmol) was added additional, then refluxed overnight. After cooling, the mixture was filtered and the filtrate was washed with water and EtOAc, then dried under reduced pressure to afford IX-2 (5 g, yield 66%) as a brown oil, which was used for next step directly.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Bromoisatin, and friends who are interested can also refer to it.

Reference:
Patent; Buckman, Brad Owen; Nicholas, John Beamond; Emayan, Kumaraswamy; Seiwert, Scott D.; US2014/200215; (2014); A1;,
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While the job of a research scientist varies, most chemistry careers in research are based in laboratories, where research is conducted by teams following scientific methods and standards. , Application of 6326-79-0

General procedure: Isatins (1a-j, 3.0 g), hydrazine hydrate (80%, 13 mL) and water (13 mL) were added to a flask equipped with a thermometer with vigorous stirring. The reaction mixture was kept at 140 C in an oil bath for 6 h before being cooled to r.t., when hydrochloric acid (2.0 mol L-1) was added to bring the pH to pH 2. The reaction mixture was stirred at r.t. for 12 h. Compounds 2a-j were obtained by filtering under vacuum and recrystallisation from absolute ethanol.

This is the end of this tutorial post, and I hope it has helped your research about 6326-79-0.

Reference:
Article; Zhang, Chao; Xu, Juan; Zhao, Xinyu; Kang, Congmin; Journal of Chemical Research; vol. 41; 9; (2017); p. 537 – 540;,
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Reference of 6326-79-0, 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. 6326-79-0, name is 6-Bromoisatin, This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of 1-Methyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,3-dihydro-indol-2-one (R7) Step 1: Synthesis of Intermediate I-4.1 [0293] To R12 (25.0 g, 111 mmol) in acetonitrile (750 mL) is added MeI (15 mL, 241 mmol) and K2CO3 (60.0 g, 434 mmol) and the reaction mixture is stirred at 60 C. for 2 h. The reaction mixture is filtered and concentrated. Water and ethyl acetate are added to the residue. The organic layer is extracted twice with water, dried over MgSO4 and concentrated. Yield 56%, m/z 240/242 [M+H]+, rt 0.48 min, LC-MS Method X001-004.

The chemical industry reduces the impact on the environment during synthesis 6-Bromoisatin. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ANDERSKEWITZ, Ralf; GRUNDL, Marc; MORSCHHAEUSER, Gerd; OOST, Thorsten; PAUTSCH, Alexander; US2014/275114; (2014); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 6326-79-0, name is 6-Bromoisatin, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C8H4BrNO2

To a solution of compound 10 (10 g, 44.24 mmol) inEtOH (130 mL) was added a solution of hydroxylamine hydrochloride(4.61 g, 66.34 mmol) in H2O (20 mL) and the mixture was stirred at 80 C for 12 h. The mixture was concentrated under reduced pressure and the solid formed was filtered, washed with cold water, and dried under high vacuum to afford 10.24 g (96%) of compound 11 as a blood-red solid. IR (KBr) max. cm-1: 3336, 3330 (NH2), 3310 (OH),3038 (Ar-H), 2920 (Alph-H), 1690 (C=O), 1612, 1515, 1414(C=C), 1260 (C-N). 1H NMR (500 MHz, DMSO-d6) =7.02 (s, 1H, H-7); 7.20 (d, 1H, J = 8.2 Hz, H-5); 7.84 (d, 1H,J = 8.1 Hz, H-4); 10.83 (s, 1H, NH); 13.49 (s, 1H, OH); 13CNMR (125.7 MHz, DMSO-d6) = 113.12 (aromatic-C),115.50 (aromatic-C), 124.84 (aromatic-C), 128.46 (aromatic-C), 143.48 (aromatic-C), 144.02 (aromatic-C), 164.29,167.12 (C=O). Calculated (%) for C8H5BrN2O2 (239.95); C:39.86, H: 2.09, N: 11.62, found (%); C: 39.80, H: 2.14, N:11.58.

According to the analysis of related databases, 6326-79-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ullah, Nisar; Medicinal Chemistry; vol. 10; 5; (2014); p. 484 – 496;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 6326-79-0, 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. 6326-79-0, name is 6-Bromoisatin belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of 2-bromoaniline or 3-bromoaniline (110 mmol, 18.9 g), chloral hydrate (118.8 mmol,19.6 g), anhydrous sodium sulfate (880 mmol, 125 g), and hydroxylamine hydrochloride (347.6mmol, 24.2 g) in water (700 mL) was heated under reflux for 25 min to form a yellow precipitate. 50mL of ethanol was added after that and left to boil for another 4 min before filtration. The resultedisonitrosoacetanilide was then heated with sulfuric acid (150 mL) at 70 C for about 10 min thenpoured into ice water to form an orange precipitate. When using 3-bromoaniline, an extra step ofseparation is required by solving the resulted mixture in 0.25 M NaOH (1 L), filtering it, then addingacetic acid (100 mL) to afford 4-bromoistain as a precipitate. 6-Bromoistin can be then obtained whenlowering the pH of the solution to 1 by hydrochloric acid 37%.All substituted bromo-isatins were methylated by stirring (22 mmol, 4.97 g) with sodiumhydride (2 mmol, 0.968 g) and dimethylsulfate (23.1 mmol, 2.19 mL) in dried DMF (50 mL) undernitrogen atmosphere. The resulting mixture was poured after 2 h in ice water (100 mL) to form anorange precipitate.The methylated bromo-isatins (2 mmol, 0.480 g) were treated after that with oxindole (2 mmol,0.226 g) in a 100:1 mixture of glacial acetic acid and hydrochloric acid 37% (12 mL) in reflux for about 3 h. Then, they were poured in ice water (50 mL) to afford 5-, 6- and 7-bromomeisoindigo. While 4′-, 5′-, 6′- and 7′-bromomeisoindigo were obtained by reacting unmethylated bromo-isatins(2 mmol, 0.452 g) with 1-methyloxindole (2 mmol, 0.294 g) in the same conditions. The resultedprecipitates were washed with water, ethanol (2 x 10 mL), and diethylether (2 10 mL) then dried.

The synthetic route of 6-Bromoisatin has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tegethoff, Jana; Bischoff, Roland; Saleh, Sawsan; Blagojevic, Biljana; Merz, Karl-Heinz; Cheng, Xinlai; Molecules; vol. 22; 9; (2017);,
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Adding a certain compound to certain chemical reactions, such as: 6326-79-0, name is 6-Bromoisatin, 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 6326-79-0, SDS of cas: 6326-79-0

General procedure: TiCl4 (0.7 mL, 6 mmol)was added to a stirred suspension of Zn powder (0.78 g, 12 mmol) in freshlydistilled anhydrous THF (15 mL) at room temperature (rt) under a dry N2atmosphere. After completion of the addition, the mixture was refluxed for 2 h.The suspension of the low-valent titanium reagent thus-formed was cooled tort. A solution of isatin or its derivatives 1 or 3 (2 mmol) in THF (10 mL) wasadded dropwise. The mixture was stirred at room temperature for about 5 minunder N2. After this period, the thin layer chromatography (TLC) analysis of themixture showed the reaction completed. The reaction mixture was quenchedwith 3% HCl (15 mL) and extracted with CHCl3 (3 50 mL). The combinedextracts were washed with water (3 50 mL) and dried over anhydrousNa2SO4. After evaporation of the solvent under reduced pressure, the crudeproduct was purified by column chromatography (petroleum ether/ethylacetate = 5:1) to give the pure products 2 or 4.

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, 6-Bromoisatin, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Lin, Wei; Hu, Ming-Hua; Feng, Xian; Fu, Lei; Cao, Cheng-Pao; Huang, Zhi-Bin; Shi, Da-Qing; Tetrahedron Letters; vol. 55; 14; (2014); p. 2238 – 2242;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6326-79-0, name is 6-Bromoisatin, 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 6326-79-0, Computed Properties of C8H4BrNO2

A mixture of 6-bromoisatin (226 mg, 1 mmol), malonic acid, (114 mg, 1.1 mmols) and sodium acetate (103 mg, 1.25 mmols) and acetic acid (2.5 ml) the was stirred under a nitrogen atmosphere for 5 h. Additional sodium acetate (100 mg) was added and the resultant mixture was heated overnight. The reaction mixture was cooled to room temperature, excess acetic acid was removed under reduced pressure and the resultant pinkish brown solid was washed with copious amounts of water and dried under vacuum to obtain the desired product (234 mg, 88%). ‘H NMR (300 MHZ, DMSO-d6): 6. 88 (s, 1H), 7.44 (d, 1H), 7.58 (s, 1H), 8.18 (d, 1H), 12.11 (br s, 1H), INLZ 268

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; ASTRAZENECA AB; WO2004/81008; (2004); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem