Category: 603-62-3

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. 603-62-3, name is 3-Nitrophthalimide, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 3-Nitrophthalimide

Example 4; Preparation of 3-Nitro-N-ethoxycarbonyl-phthalimide According to Scheme D; Ethyl chloroformate (1.89 g, 19.7 mmol) was added dropwise over 10 minutes to a stirred solution of 3-nitrophthalimide (3.0 g, 15.6 mmol) and triethylamine (1.78 g, 17.6 mmol) in DMF (20 mL) at about 0-5 C. under nitrogen. The reaction was allowed to warm to room temperature and stirred for 4 hours. The reaction mixture was slowly added to an agitated mixture of ice and water (60 mL). The slurry was filtered and the solid was crystallized from CHCl3 (15 mL) and petroleum ether (15 mL) to yield 3.1 g (75%) of the product as an off-white solid: mp 100.0-100.5 C.; 1H NMR (CDCl3) delta 8.25(d, J=7.5 Hz, 1 H), 8.20(d, J=8.0 Hz, 1 H), 8.03(t, J=7.9 Hz, 1 H), 4.49(q, J=7.1 Hz, 2 H), 1.44(t, J=7.2 Hz, 3 H); 13C NMR (CDCl3) delta 161.45, 158.40, 147.52, 145.65, 136.60, 132.93, 129.65, 128.01, 122.54, 64.64, 13.92; HPLC, Waters Nova-Pak/C18, 3.9¡Á150 mm, 4 micron, 1 mL/min, 240 nm, 30/70 CH3CN/0.1% H3PO4(aq), 5.17 min (98.11%); Anal. calculated for C11H8N2O6: C, 50.00; H, 3.05; N, 10.60. Found: C, 50.13; H, 2.96; N, 10.54.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 603-62-3.

Reference:
Patent; Celgene Corporation an orgnization of the state New Jersey; US2007/4920; (2007); A1;,
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Reference of 603-62-3, The chemical industry reduces the impact on the environment during synthesis 603-62-3, name is 3-Nitrophthalimide, I believe this compound will play a more active role in future production and life.

3-Nitrophthalimide (LOOGR) was taken into a beaker and dissolved using 200ML of dimethylformamide and 300ML of methanol. The solution was transferred into a 1L hydrogenation kettle and 20gr of Raney nickel was charged into the kettle. Hydrogenation was carried out initially at 20-40psi and 25-30C until the exothermic nature was over. Hydrogenation was further continued at 40-60psi pressure and 40-50C. After checking the completion of reaction by TLC catalyst was removed by filtration and the solvents distilled off from the reaction mixture at 50-60C. The residue thus obtained was suspended in water (500ML) and filtered off to get a bright yellow crystalline compound of 3-aminophthalimide (78gr, 92.5%). Melting point: 263-4C

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, 3-Nitrophthalimide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NATCO PHARMA LIMITED; VENKAIAH CHOWDARY, Nannapaneni; WO2004/43919; (2004); A1;,
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Related Products of 603-62-3, 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 603-62-3 as follows.

General procedure: A mixture of the appropriate thiol (6 mmol), 3-nitrophthalimide(4 mmol) and K2CO3 (10 mmol) in 20 mL acetone was heated underreflux for 24 h. The reaction was cooled to room temperature anddiluted with 150 mL water. The mixture was subsequently acidifiedto pH 2 with 6 N HCl. The resulting precipitate was collectedby filtration and dried at 50 C [19].

According to the analysis of related databases, 603-62-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Van Der Walt, Mietha M.; Terre’Blanche, Gisella; Petzer, Anel; Petzer, Jacobus P.; Bioorganic Chemistry; vol. 59; (2015); p. 117 – 123;,
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The chemical industry reduces the impact on the environment during synthesis 603-62-3, name is 3-Nitrophthalimide, I believe this compound will play a more active role in future production and life. 603-62-3

3-Nitrophthalimide (5 g) and hydroxylamine sulfate powder (11 g) were sequentially added to isopropanol (90 mL).Stir the reaction mixture.A solution of potassium hydroxide (6 g) in water (5 ml) was added in one portion.Get a red liquid.The temperature of the reaction solution was slowly raised to 40 C, the solution was stirred for 30 minutes, filtered,Recrystallization twice with water, dried at 80 to give 1.4g yellow needle crystal,After vacuum drying at 120 C, 1.12 g (24% yield) of yellow powder was obtained.

The chemical industry reduces the impact on the environment during synthesis 603-62-3. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shanghai Zaiqi Biological Co., Ltd.; Wang Zhiguo; Song Yanhong; Ma Xiujuan; Tian Beibei; Li Shijiang; Li Chao; Zhang Xin; Li Tao; (7 pag.)CN107474007; (2017); A;,
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As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 603-62-3 name is 3-Nitrophthalimide, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 603-62-3

To a solution of potassium hydroxide (16.1 g, 286 mmol) in water (500 mL), was added 3-nitrophthalimide (25.0 g, 130 mmol) in portion at 0 C. The suspension was stirred at 0 C. for 3 hrs, and then heated to 30 C. for 3 hrs. To the solution, was added HCl (100 mL, 6N). The resulting suspension was cooled to 0 C. for 1 hr. The suspension was filtered and washed with cold water (2*10 mL) to give 3-nitro-phthalamic acid as a white solid (24.6 g, 90% yield): 1H NMR (DMSO-d6) delta 7.69 (brs, 1H, NHH), 7.74 (t, J=8 Hz, 1H, Ar), 7.92 (dd, J=1, 8 Hz, 1H, Ar), 8.13 (dd, J=1, 8 Hz, 1H, Ar), 8.15 (brs, 1H, NHH), 13.59 (s, 1H, OH); 13C NMR (DMSO-d6) delta 125.33, 129.15, 130.25, 132.54, 136.72, 147.03, 165.90, 167.31.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Nitrophthalimide, and friends who are interested can also refer to it.

Reference:
Patent; CELGENE CORPORATION; Lopez-Girona, Antonia; Schafer, Peter H.; Gandhi, Anita; Mendy, Derek; Daniel, Thomas O.; (190 pag.)US9365640; (2016); B2;,
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Some common heterocyclic compound, 603-62-3, name is 3-Nitrophthalimide, molecular formula is C8H4N2O4, 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. 603-62-3

To a solution of potassium hydroxide (16.1 g, 286 mmol) in water (500 mL), was added 3-nitrophthalimide (25.0 g, 130 mmol) in portion at 0 C. The suspension was stirred at 0 C for 3 hrs, and then heated to 30 C for 3 hrs. To the solution, was added HCl (100 mL, 6N). The resulting suspension was cooled to 0 C for 1 hr. The suspension was filtered and washed with cold water (2 x 10 mL) to give 3-nitro-phthalamic acid as a white solid (24.6 g, 90% yield): 1H NMR (DMSO-d6) 7.69 (brs, 1H, NHH), 7.74 (t, J = 8 Hz, 1H, Ar), 7.92 (dd, J = 1, 8 Hz, 1H, Ar), 8.13 (dd, J = 1, 8 Hz, 1H, Ar), 8.15 (brs, 1H, NHH), 13.59 (s, 1H, OH); 13C NMR (DMSO-d6) 125.33, 129.15, 130.25, 132.54, 136.72, 147.03, 165.90, 167.31.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 603-62-3, its application will become more common.

Reference:
Patent; CELGENE CORPORATION; CHAMBERLAIN, Philip; CATHERS, Brian, E.; LOPEZ-GIRAONA, Antonia; (672 pag.)WO2015/200795; (2015); A1;,
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603-62-3, 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. 603-62-3, name is 3-Nitrophthalimide belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step 1 : To a solution of potassium hydroxide (16.1 g, 286 mmol) in water (500 mL), was added 3-nitrophthalimide (25.0 g, 130 mmol) in portion at 0 C. The suspension was stirred at 0 C for 3 hours, and then heated to 30 C for 3 hours. To the solution, was added HCI (100 mL, 6N). The resulting suspension was cooled to 0 C for 1 hour. The suspension was filtered and washed with cold water (2 x 10 mL) to give 3-nitro-phthalamic acid as a white solid (24.6 g, 90% yield): 1H NMR (DMSOd5) delta 7.69 (brs, IH, NHH), 7.74 (t, J= 8 Hz, IH, Ar), 7.92 (dd, J = 1, 8 Hz, IH, Ar), 8.13 (dd, /= 1, 8 Hz, IH, Ar), 8.15 (brs, IH, NHH), 13.59 (s, 1eta, OH); 13C NMR (DMSO-d6) delta 125.33, 129.15, 130.25, 132.54, 136.72, 147.03, 165.90, 167.31.

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

Reference:
Patent; CELGENE CORPORATION; WO2008/39489; (2008); A2;,
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603-62-3, These common heterocyclic compound, 603-62-3, name is 3-Nitrophthalimide, 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.

Example 29 (S)-3,5-Dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)- phenyl)-2-(2-(4-(methylsulfonamido)-1 ,3-dioxoisoindolin-2-yl)acetoxy)- ethyl)pyridine 1 -oxide (Compound 162) Scheme 29 Step 1 : Preparation of tert-butyl 2-(4-nitro-1 ,3-dioxoisoindolin-2- yl)acetate (157) To a solution of 3-nitrophthalimide (1 g, 5.20 mmol) in dry DMF (35 ml), cooled in an ice bath, NaH (60% w/w dispersion in mineral oil, 0.250 g, 6.25 mmol) was added, followed after 15 minutes by t-butyl bromoacetate (0.845 ml, 5.73 mmol). After stirring for 1 hour at room temperature, the mixture was poured into water and the resulting precipitate was washed with water and with a little amount of Et20; after drying, tert-butyl 2-(4-nitro-1 ,3-dioxoisoindolin-2-yl)acetate was obtained (1 .44 g, 4.70 mmol, 90% yield, MS/ESI+ 328.9 [MNa] +).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 603-62-3.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; ARMANI, Elisabetta; AMARI, Gabriele; CAPALDI, Carmelida; CARZANIGA, Laura; LA PORTA, Elena; GUALA, Matilde; WO2013/57013; (2013); A2;,
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The chemical industry reduces the impact on the environment during synthesis 603-62-3, name is 3-Nitrophthalimide, I believe this compound will play a more active role in future production and life. 603-62-3

4-Nitroisoindoline (1): To a solution of 4-nitroisoindoline-l,3-dione (1.0 g, 5.2 mmol) in dry THF (20 mL) was added 1M borane solution in THF (21.0 mL, 20.8 mmol) at 0 C and then heated to 80-85 C for 12 h. The reaction mixture was treated with MeOH (2 mL) and 6N HC1 (5 mL) and refluxed for 1 h. The reaction mass was brought to room temperature and volatiles were removed under reduced pressure. The residue was dissolved in EtOAc (50 mL) and basified with saturated NaHC03 (10 mL). Organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain 1 (500 mg, 59%) as white solid. 1H NMR (500 MHz, DMSO-d6): delta 4.15 (s, 2H), 4.45 (s, 2H), 7.49 (t, J = 8.0 Hz, 1H), 7.71 (d, J = 8.0 Hz, 2H), 8.02 (d, J = 7.5 Hz, 1H).

The chemical industry reduces the impact on the environment during synthesis 603-62-3. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CELGENE AVILOMICS RESEARCH, INC.; ALEXANDER, Matthew David; MCDONALD, Joseph John; NI, Yike; NIU, Deqiang; PETTER, Russell C.; QIAO, Lixin; SINGH, Juswinder; WANG, Tao; ZHU, Zhendong; WO2014/149164; (2014); A1;,
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Adding some certain compound to certain chemical reactions, such as: 603-62-3, name is 3-Nitrophthalimide, 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 603-62-3. 603-62-3

Thiosalicylic acid (15.4 g, 0.1 mol) in NaOH aqueous solution (200 mL, 1 mol/L) was warmed until the solid dissolved, and then continually warmed to remove water. Ethanol was added into the sticky mixture, and then the white precipitates were collected by filtration, washed with ethanol, and dried in vacuo to obtain sodium thiosalicylate (f). A mixture of f (18.215 g, 0.1034 mol), 3-nitrophthalimide (15.892 g, 0.0827 mol), and DMF (200 mL) was stirred at 80 C for 8 h. A HCl solution (200 mL, 2 mol/L) was added. The precipitate was filtered, washed with water, dried in vacuo, and then recrystallized from dioxane to give a yellow powder. Yield: 95.4%. 1H NMR (300 MHz, DMSO-d6): delta 7.29-7.31 (m, 2H), 7.47 (m, 2H), 7.66 (m, 2H), 7.86 (m, 1H). Anal. Calcd. for C15H9NO4S: C, 60.19; H, 3.03; N, 4.68; S, 10.71; Found: C, 59.48; H, 3.20; N, 4.54; S, 10.51.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3-Nitrophthalimide.

Reference:
Article; He, Ming-Hui; Xu, Rui-Xin; Chen, Guang-Xue; Zeng, Zhao-Hua; Yang, Jian-Wen; Chinese Chemical Letters; vol. 25; 11; (2014); p. 1445 – 1448;,
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