Tag: M.W=200-300

The chemical industry reduces the impact on the environment during synthesis 104618-32-8, name is 2-(4-Oxocyclohexyl)isoindoline-1,3-dione, I believe this compound will play a more active role in future production and life. 104618-32-8

Example 1 Preparation of 2-Amino-6-phthalimido-4,5,6,7-tetrahydrobenzothiazole hydroiodide: (8) 1000 g of 4-(Phthalimido)cyclohexanone, 1150 g of Iodine, 690 g of Thiourea and 13 liters of 2-Propanol are added to the round bottom assembly at room temperature. The resulting solution is refluxed with stirring for 24 hours and then cooled to room temperature and filtered. The wet cake is stirred with 10 liters of water at room temperature for 1 hour. The solid is filtered, washed with 2 liters of water and dried in a vacuum oven for 8-10 hours at 65C to give 1.55 kg of compound (8). Yield: 92% HPLC Purity : 96-98 % Mp : 308-310C

The chemical industry reduces the impact on the environment during synthesis 104618-32-8. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SANDOZ AG; EP1731514; (2006); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

111992-61-1, 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. 111992-61-1 name is 2-(3-Bromo-2,2-dimethylpropyl)isoindoline-1,3-dione, 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.

A mixture of 3 (0.48 g, 1.6 mmol) and NaN3 (0.13 g, 1.9 mmol) in DMF (2 mL) was stirred at 100 C for 8 h. The reaction mixture was poured into H2O (10 mL) and the suspension was extracted with EtOAc (2 ¡Á 10 mL). The combined organic layers were dried (Na2SO4) and concentrated under reduced pressure. Purification of the residue by flash chromatography (hexane:EtOAc, 20:1) gave 4 (0.39 g, 93%) as a white solid: mp 61-62 C; 1H NMR (300 MHz, CDCl3) delta 1.01 (s, 6H), 3.24 (s, 2H), 3.59 (s, 2H), 7.72-7.88 (m, 4H); 13C NMR (75 MHz, CDCl3) delta 23.7, 38.0, 45.7, 60.8, 123.3, 131.9, 134.1, 168.9; MS (ESI) m/z 281.1 [M+Na]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(3-Bromo-2,2-dimethylpropyl)isoindoline-1,3-dione, and friends who are interested can also refer to it.

Reference:
Article; Wu, Yong; Shi, Chen; Sun, Xiaowei; Wu, Xiaoming; Sun, Hongbin; Bioorganic and Medicinal Chemistry; vol. 19; 14; (2011); p. 4238 – 4249;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

A common heterocyclic compound, 264916-06-5, name is tert-Butyl 5-aminoisoindoline-2-carboxylate, molecular formula is C13H18N2O2, 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. 264916-06-5.

A solution of tert-butyl 5-aminoisoindoline-2-carboxylate (2.000 g, 8.536 mmol) in dichloromethane (50 mL) was mixed at the room temperature with methanesulfonyl chloride (0.661 mL, 8.536 mmol) and triethylamine (1.428 mL, 10.243 mmol), and stilTed at the same temperature for 18 hr. Then, saturated aqueous sodium bicarbonate solution was added to the reaction mixture, followed by extraction with dichloromethane. The organic layer was washed with aqueous saturated sodium chloride solution, dried with anhydrous Mg504, filtered, and concentrated in vacuo. The residue was chromatographed (5i02, 40 g cartridge; ethyl acetate / hexane = 20 % to 50 %) to give tert-butyl 5-(methylsulfonamido)isoindoline-2-carboxylate as white solid (2.220 g, 83.3 %).

The synthetic route of tert-Butyl 5-aminoisoindoline-2-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; LEE, Jaekwang; HAN, Younghue; KIM, Yuntae; CHOI, Daekyu; MIN, Jaeki; BAE, Miseon; YANG, Hyunmo; KIM, Dohoon; (644 pag.)WO2017/18803; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

1336963-95-1, 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. 1336963-95-1, name is 6-Bromo-7-fluoroindoline-2,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 6-bromo-7-fluoroindoline-2,3-dione (1.41 g, 5.80 mmol) in 2 N NaOH (15 mL), H2O2 solution (30%, 3 mL) was added at 0oC and the resulting mixture was stirred at 0oC for 30 minutes. After stirring at room temperature for 16 hours, the mixture was poured into ice-water, and acidified with concentrated HCl. The precipitate was collected by filtration and air dried to afford compound 5-5 (1.2 g, 89% yield) as a white solid.

The synthetic route of 1336963-95-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARAXES PHARMA LLC; LI, Liansheng; FENG, Jun; LONG, Yun, Oliver; LIU, Yuan; REN, Pingda; LIU, Yi; (135 pag.)WO2017/58915; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem