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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2301014Generated: October 29, 2026

Toluene → 1,2,3-Benzothiadiazole-7-carbonyl chloride

https://huagongshe.com/reaction/2301014

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantThionyl ChlorideHCID 24386—
Reactant1,2,3-Benzothiadiazole-7-carboxylic acidHCID 10921109—
SolventDimethylformamideHCID 6228—
Product1,2,3-Benzothiadiazole-7-carbonyl chlorideHCID 18377607—

Reaction Conditions

Temperature85 °C

Reaction Steps

290 g of benzo-1,2,3-thiadiazole-7-carboxylic acid are suspended in 1.61 of toluene, 3.5 ml of dimethylformamide and 129 ml of thionyl chloride are added and the mixture is stirred at 80-90° C., the suspension turning into a solution as the release of gas progresses. When the reaction has ended, the solution is cooled and filtered over a little Hyflo, the residue is rinsed with toluene and the filtrate is evaporated. 297 g (93%) of crude acid chloride, which can be further reacted directly, result.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06498265B2
Source datasetuspto-grants-2002_12
ORD IDord-7af315dd17bb41b4ba11b7d1a3ed0250
Source noteuspto-grants-2002_12