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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916623Generated: October 29, 2026

Water → 5-Chloro-[1,3,4]thiadiazole-2-carboxylic Acid (7-chloro-quinolin-4-yl)-amide

https://huagongshe.com/reaction/916623

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant7-Chloro-4-aminoquinolineHCID 94711—
Reactant2-Chloro-1,3,4-thiadiazoleHCID 12956468—
Product5-Chloro-[1,3,4]thiadiazole-2-carboxylic Acid (7-chloro-quinolin-4-yl)-amideHCID 5896123760%

Reaction Conditions

Temperature80 °C

Reaction Steps

NaH (0.023 g, 0.58 mmol) was added in portions to a solution of 4-amino-7-chloro-quinoline (0.1 g, 0.56 mmol) in DMF (6 ml) at room temperature and the mixture was stirred for 20 min. 5-Chloro-[1,3,4]thiadiazole derivative (0.108 g, 0.56 mmol) was then added in one portion and the mixture heated at 80° C. (oil bath temperature) for 18 h. The reaction mixture was allowed to cool to room temperature and water (15 ml) was added. The precipitate was separated by filtration, washed with Et2O and dried to afford the product (0.08 g, 60% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07271179B2
Source datasetuspto-grants-2007_09
ORD IDord-5f21aeb908974aae92e2e6f06e197dbf
Source noteuspto-grants-2007_09