Welcome to chemicalbook!
Chinese English Japanese Germany Korea
400-158-6606
Try our best to find the right business for you.
Do not miss inquiry messages Please log in to view all inquiry messages.

Welcome back!

ChemicalBook CAS DataBase List Indapamide

Indapamide synthesis

3synthesis methods
Indapamide, 4-chloro-N-(2-methyl-1-indolinyl)-3-sulfamoylbenzamide (21.3.33), is synthesized from 2-methylendoline, the nitrosation of which gives 2-methyl- 1-nitrosoindoline (21.3.31). Reducing this with lithium aluminum hydride leads to formation of 1-amino-2-methylendoline (21.3.32). Acylating this with 3-sulfonylamino-4-chlorbenzoic acid chloride leads to (21.3.33).

-

Yield:26807-65-8 95.5%

Reaction Conditions:

Stage #1:2-methyl indoline with triethylamine;hydroxylamine-O-sulfonic acid at 10;
Stage #2:4-chloro-3-sulphamoylbenzoic acid with dicyclohexyl-carbodiimide at 15; for 6 h;Reagent/catalyst;

Steps:

1-4 Example 1
Add 50ml of hydroxylamine-O-sulfonic acid solvent to the reaction flask, add 17g of 2,3-dihydro-2-methyl-1H-indole, add 260ml of DMI solvent, and add 15ml of triethylamine dropwise with stirring, Cool the temperature to 10 °C, add 16g 4-chloro-3-sulfabenzoic acid, add 18ml N,N-dicyclohexylcarbodiimide, control the reaction temperature at 15 °C, the reaction time is 6 hours,After the reaction, the insoluble matter was filtered off, and isopropanol-water solvent was added for recrystallization to obtain indapamide product with a yield of 95.5%.

References:

Tianjin He Zhi Pharmaceutical Group Co., Ltd.;Cai Zhihe CN112142643, 2020, A Location in patent:Paragraph 0042-0049

FullText

Indapamide Related Search: