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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 339532Generated: October 29, 2026

Thionyl Chloride → HCID 67312353, compound

https://huagongshe.com/reaction/339532

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Bromo-3-nitrobenzoic acidHCID 232986—
Reactant4-(6-Methoxy-1,3-benzothiazol-2-yl)anilineHCID 391870—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67312353HCID 6731235378%

Reaction Steps

A mixture of 4-bromo-3-nitrobenzoic acid (0.24 g, 0.976 mmol) and thionyl chloride (5 ml) was heated under reflux for 3 h. The reaction mixture was cooled to room temperature and the excess reagent and solvent was removed under reduced pressure to give the crude acid chloride. The amide was prepared as described in the Amide Coupling section using the crude acid chloride, 2-(4-aminophenyl)-6-methoxybenzothiazole (0.25 g, 0.976 mmol) and Hunig's base (0.151 g, 1.17 mmol) in dry THF (10 ml) to give the title compound (0.368 g, 78%) as small yellow crystals after work-up and recrystallisation from DMF.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895313B2
Source datasetuspto-grants-2014_11
ORD IDord-cf196213df8c421483c70c017eca5125
Source noteuspto-grants-2014_11