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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 354047Generated: October 30, 2026

Bromine → 7-Chloro-4-methoxy-1,3-benzothiazol-2-amine

https://huagongshe.com/reaction/354047

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromineHCID 24408—
ReactantN-(5-Chloro-2-methoxyphenyl)thioureaHCID 2732660—
SolventChloroformHCID 6212—
Product7-Chloro-4-methoxy-1,3-benzothiazol-2-amineHCID 13666713—

Reaction Conditions

Temperature10 °C

Reaction Steps

A solution of 1-(2-methoxy-5-chlorophenyl)-2-thiourea (1 mmole) in chloroform (10 mL) was cooled to 10° C. and treated with bromine (2.2 mmole) in chloroform (10 mL). The reaction was stirred at 10° C. for 20 mm and at room temperature for 0.5 h. The resulting suspension was heated at reflux for 0.5 h. The precipitate was collected via filtration (washed with CH2Cl2) to give 2-amino-4-methoxy-7-chlorobenzothiazole which was subjected to Steps A, B, C and D of Example 34 to give 2-amino-4-phosphonomethoxy-6-bromo-7-chloro benzothiazole (35.1). mp >220° C. (dec.). Anal. Calcd. for C8H7N2O4PSCIBr: C:25.72; H: 1.89; N:7.50. Found: C:25.66; H:1.67; N:7.23.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06756360B1
Source datasetuspto-grants-2004_06
ORD IDord-d99371362075452183cbbd40f1c10054
Source noteuspto-grants-2004_06