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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1761808Generated: October 28, 2026

Water → 2-[3-ethyl-6-fluoro-2(3H)-benzothiazolon-5-yl]tetrahydroimidazo[1,5-a]-pyridine-1,3(2H,5H)-dione

https://huagongshe.com/reaction/1761808

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant3-Ethyl-6-fluoro-2(3H)-benzothiazolon-5-yl isocyanateHCID 14014236—
Reactant1-Ethylpiperidine-2-carboxylic acidHCID 22016545—
SolventTolueneHCID 1140—
Product2-[3-ethyl-6-fluoro-2(3H)-benzothiazolon-5-yl]tetrahydroimidazo[1,5-a]-pyridine-1,3(2H,5H)-dioneHCID 1401423752.3%

Reaction Steps

3-Ethyl-6-fluoro-2(3H)-benzothiazolon-5-yl isocyanate (1.16 g) and ethyl pipecolic acid (1.07 g) were dissolved in toluene (5 ml). A catalytic amount of triethylamine was added thereto, and the resultant mixture was stirred at 25° C. for 12 hours. Water was added to the reaction mixture, which was then extracted with toluene. The extract was dried and concentrated to give 2-[3-ethyl-6-fluoro-2(3H)-benzothiazolon-5yl]tetrahydroimidazo[1,5-a]-pyridine-1,3(2H,5H)-dione (0.89 g). m.p., 162°-164° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04828605
Source datasetuspto-grants-1989_05
ORD IDord-c7b2d1aba0b5466c87b63e1dfb3e1284
Source noteuspto-grants-1989_05