Category: 6780-38-7

COA of Formula: C10H6ClNO3, 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.

To a solution of SY1-182 (0.300 g, 1.34 mmol) in CH2Cl2 (5 mL) was added ammonia solution (7 N in MeOH, 0.57 mL, 4.02mmol) at 0 C. The mixture was allowed to warm to room temperature and stirred for 2 h. The mixture was diluted with hexanes and filtered. The solid product collected on frit was washed with water (20 mL) followed by hexanes (30 mL) and dried under vacuum to give the product as a white solid (0.200g, 74%).1H NMR (500 MHz, DMSO-d6) delta 7.91-7.90 (m, 2H), 7.87-7.85 (m, 2H) 7.69 (s, 1H), 7.25 (s, 1H), 4.15 (s, 2H).13C NMR (125 MHz, DMSO-d6) delta 167.92, 167.56, 134.53, 131.75, 123.17, 39.95. HPLC-MS (ESI+): m/z 431.1 [100%, (2M+Na)+], 227.2 [60%, (M+Na)+], 205.2 [80%, (M + H)+].

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 6780-38-7.

Reference:
Patent; H. LEE MOFFITT CANCER CENTER & RESEARCH INSTITUTE, INC.; BURNETTE, Pearlie; LAWRENCE, Harshani; LAWRENCE, Nicholas J.; (285 pag.)WO2017/161119; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 6780-38-7,Some common heterocyclic compound, 6780-38-7, name is 2-(1,3-Dioxoisoindolin-2-yl)acetyl chloride, molecular formula is C10H6ClNO3, 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.

271 g of water was put in a 1 L four-necked flask and cooled to 10 C. 7 7 g (570.4 mmol) of potassium carbonate was added thereto and dissolved. This was cooled to 3 C. and 30.1 g (223.2 mmol) of 2,2,2-trifluoroethylamine hydrochloride was added thereto. The solution was stirred at 3 C. for 10 minutes, and a solution of 50 g (223.2 mmol) of phthaloylglycyl chloride dissolved in 150.7 g of acetonitrile was added dropwise thereto at such a rate that the reaction solution kept at 20 C. or lower. After stirring for 1 hour, the product precipitated in the reaction was filtered and washed with 150.7 g of water. The obtained solid was dried under reduced pressure at 60 C. to obtain 2-phthaloyl-N- (2,2,2-trifluoroethyl) acetamide as a white solid. The yield was 59.7 g, and the yield was 93.5%.

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

Reference:
Patent; Nissan Chemical Industries, Ltd.; Moriyama, yuji; (16 pag.)JP5652628; (2015); B2;,
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. 6780-38-7, name is 2-(1,3-Dioxoisoindolin-2-yl)acetyl chloride, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C10H6ClNO3

84.1To a solution of 2-amino-nicotinamide [13438-65-8](3.0 g, 21.9 mmol) in CH2Cl2 (120 ml) and pyridine (10.56 ml, 131.3 mmol) was added phthalyl-glycyl-chloride (5.87 g, 26.3 mmol) at 0 C. The solution turned to a white suspension while stirring 0.5 hours at 0 C. and 1 hour at ambient temperature. The solid was filtrated and washed with CH2Cl2 to obtain 2-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetylamino]-nicotinamide (7.10 g, 21.9 mmol; 100%) as white solid. MS (m/e): 325.1 [M+H+].

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 6780-38-7.

Reference:
Patent; Conte, Aurelia; Dehmlow, Henrietta; Grether, Uwe; Kratochwil, Nicole A.; Kuehne, Holger; Narquizian, Robert; Panousis, Constantinos; Peters, Jens-Uwe; Ricklin, Fabienne; Roever, Stephan; US2007/275987; (2007); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 6780-38-7, A common heterocyclic compound, 6780-38-7, name is 2-(1,3-Dioxoisoindolin-2-yl)acetyl chloride, molecular formula is C10H6ClNO3, 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: To a stirred solution of 3 (10.00 g, 54.57 mmol) and triethylamine (15.21 mL, 109.10mmol) in 200 mL CHCl3 at 5-10 C a solution of phthalylglycyl chloride 4 (14.64 g, 65,48 mmol) in CHCl3 (50 mL) was added dropwise over 30 min. During the chlorideaddition the product precipitated. The mixture was stirred additionally at 24 oC for 30min and then chloroform (1.50 L) was added to completely dissolve the product. Theorganic phase was washed with water (300 mL), 5% sodium carbonate solution (300mL) and water (300 mL) and dried over MgSO4. The solution was concentrated invacuo to 1/3 of the initial volume and after cooling to 10 C the precipitated productwas filtered off to give 17.60 g (87%) of product 5 as pale beige solid; mp = 234-235C. IR (KBr): 3269, 3063, 3026, 1772, 1732, 1666, 1587, 1541, 1413, 1257, 1211,952, 715 cm-1; 1H NMR (500 MHz, CDCl3): delta 3.99 (s, 2 H), 4.30 (s, 2 H), 7.05-7.18(m, 7 H, Ar), 7.22-7.30 (m, 2H, Ar), 7.75-7.77 (m, 2 H, Ar), 7.85-7.87 (m, 2 H, Ar); 13C NMR (125 MHz, CDCl3): delta 38.3, 41.6, 123.8, 124.1, 125.8, 126.7, 127.7, 128.1,128.9, 128.9, 131.0, 131.4, 131.9, 134.3, 135.1, 138.7, 164.2, 167.6; HRMS (ESI):m/z calcd for C23H18N2O3Na [M+Na]+: 393.1215; found: 393.1223.

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:
Article; Roszkowski, Piotr; Maurin; Czarnocki, Zbigniew; Beilstein Journal of Organic Chemistry; vol. 11; (2015); p. 1509 – 1513;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Some common heterocyclic compound, 6780-38-7, name is 2-(1,3-Dioxoisoindolin-2-yl)acetyl chloride, molecular formula is C10H6ClNO3, 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. Safety of 2-(1,3-Dioxoisoindolin-2-yl)acetyl chloride

To a solution of the starting material 5-2 (50 mg, 0.2 mmol) and triethylamine (60 mul_, 2 eq) in 1 mL of dioxane at 0 0C was added phthalyl-glycyl chloride (44 mg, 1 eq) in 1 ml_ of dioxane. The resulting solution was stirred at room temperature overnight. The solution was then evaporated. Water was added and the product was extracted in ethyl acetate (X3) to give 77 mg (88% yield) of 11a, LC-MS 440 (MH+). This material was converted to the free amine 11-1 as described in Step 4C. LC-MS (method 2) 310.1 (MH+), tR = 3.44 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6780-38-7, its application will become more common.

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. 6780-38-7, name is 2-(1,3-Dioxoisoindolin-2-yl)acetyl chloride, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2-(1,3-Dioxoisoindolin-2-yl)acetyl chloride

To a solution of SY1-182 (0.300 g, 1.34 mmol) in CH2Cl2 (5 mL) was added ammonia solution (7 N in MeOH, 0.57 mL, 4.02mmol) at 0 C. The mixture was allowed to warm to room temperature and stirred for 2 h. The mixture was diluted with hexanes and filtered. The solid product collected on frit was washed with water (20 mL) followed by hexanes (30 mL) and dried under vacuum to give the product as a white solid (0.200g, 74%).1H NMR (500 MHz, DMSO-d6) delta 7.91-7.90 (m, 2H), 7.87-7.85 (m, 2H) 7.69 (s, 1H), 7.25 (s, 1H), 4.15 (s, 2H).13C NMR (125 MHz, DMSO-d6) delta 167.92, 167.56, 134.53, 131.75, 123.17, 39.95. HPLC-MS (ESI+): m/z 431.1 [100%, (2M+Na)+], 227.2 [60%, (M+Na)+], 205.2 [80%, (M + H)+].

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 6780-38-7.

Reference:
Patent; H. LEE MOFFITT CANCER CENTER & RESEARCH INSTITUTE, INC.; BURNETTE, Pearlie; LAWRENCE, Harshani; LAWRENCE, Nicholas J.; (285 pag.)WO2017/161119; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 6780-38-7,Some common heterocyclic compound, 6780-38-7, name is 2-(1,3-Dioxoisoindolin-2-yl)acetyl chloride, molecular formula is C10H6ClNO3, 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.

To a solution of tert-butyl 3-amino-4-methylphenylcarbamate (0.667 g, 3 mmol), 2-(l,3-dioxoisoindolin-2-yl)acetyl chloride (0.671 g, 3.00 mmol) in DCM (10 mL) was added diisopropylethylamine (1.048 mL, 6.00 mmol). After stirring 25 C for 15 h, saturated aqueous sodium chloride (25 mL) was added and extracted with ethyl acetate (3 x 25 mL). The organic layers were combined, dried (MgSO4), filtered, and concentrated. The crude product was purified by silica gel chromatography (100% ethyl acetate) to give the title compound as a white solid (1.15 g, 2.81 mmol, 94% yield); 1H NMR (400 MHz, DMSO-d6) delta 9.70 (s, IH), 9.29 (s, IH), 7.91 – 7.99 (m, 2H), 7.83 – 7.91 (m, 2H), 7.56 (s, IH), 7.13 (d, J= 8.20 Hz, IH), 7.07 (d, J- 8.20 Hz, IH), 4.45 (s, 2H), 2.11 (s, 3H), 1.45 (s, 9H).

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

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2009/89042; (2009); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 6780-38-7, 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 6780-38-7 as follows.

Take phthalylglycyl chloride (6.46g, 28.9mmol) a solution in dichloromethane (80 mL), add beta-phenylethylamine (3.55 mL, 28.2 mmol) and triethylamine (7.61 mL, 56.4 mmol). After stirring at room temperature for 1.5 h, add water (30 mL) and extract with dichloromethane (2¡Á40 mL). The organic layer was dried over magnesium sulfate and evaporated. The crude product was purified by crystallization from methanol (50 mL). Yielding a white solid indoleamine (8.20 g, 94%).

According to the analysis of related databases, 6780-38-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NATIONAL HEALTH RESEARCH INSTITUTES; UENG,, SHAU HUA; YEH,, SHIU HWA; CHAO,, PO KUAN; SHIH,, CHUAN; (117 pag.)TW2019/12628; (2019); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 6780-38-7, name is 2-(1,3-Dioxoisoindolin-2-yl)acetyl chloride, A new synthetic method of this compound is introduced below., Formula: C10H6ClNO3

To a solution of phthalylglycyl chloride (6.46 g, 28.9 mmol) in CH2Cl2 (80 mL) was added beta-phenylethylamine (3.55 mL, 28.2 mmol) and triethylamine (7.61 mL, 56.4 mmol). The solution was stirred at room temperature for 1.5 h. To the solution was added 30 mL of water and extracted with CH2Cl2 (2*40 mL). The organic layer was dried over MgSO4 and the solvent was evaporated under reduced pressure. The crude product was purified by crystallization from 50 mL of MeOH to afford the amide as a white solid (8.20 g 94%). 1H NMR (300 MHz, CDCl3) delta 7.90-7.85 (m, 2H), 7.78-7.74 (m, 2H), 7.27-7.15 (m, 5H), 5.69 (br t, 1H), 4.29 (s, 2H), 3.54 (q, 2H), 2.82 (t, 2H); MS (ESI) m/z 309.1 (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; National Health Research Institutes; Ueng, Shau-Hua; Yeh, Shiu-Hwa; Chao, Po-Kuan; Shih, Chuan; (53 pag.)US2019/77786; (2019); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 6780-38-7,Some common heterocyclic compound, 6780-38-7, name is 2-(1,3-Dioxoisoindolin-2-yl)acetyl chloride, molecular formula is C10H6ClNO3, 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.

To a solution of Boc-hydrazine (7.08. g, 53.5 mmol) in DCM (200 mL) was added Et3N (13.5 mL, 97.4 mmol) , and then compound 651 (10.8 g, 48.7 mmol) was added at 0 . After that the reaction was stirred at r.t. for 30 min. and poured into ice-water (100 mL) and extracted with DCM (3 ¡Á 100 mL) . The combined organic phases were washed with water (100 mL) and brine (100 mL) , dried over anhydrous Na2SO4, filtered and concentrated to give a white solid (15.5 g, 100%yield) . ESI m/z calcd for C15H18N3O5[M+H]+: 320.12, found: 320.12.

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

Reference:
Patent; HANGZHOU DAC BIOTECH CO. LTD; ZHAO, Robert Yongxin; YANG, Qingliang; HUANG, Yuanyuan; ZHAO, Linyao; GAI, Shun; YE, Hangbo; LEI, Jun; XU, Yifang; CAO, Mingjun; GUO, Huihui; JIA, Junxiang; TONG, Qianqian; LI, Wenjun; ZHOU, Xiaomai; XIE, Hongsheng; BAI, Lu; CAI, Xiang; ZHUO, Xiaotao; ZHANG, Xiuzheng; ZHENG, Jun; (424 pag.)WO2019/127607; (2019); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem