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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2297028Generated: October 31, 2026

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

https://huagongshe.com/reaction/2297028

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 min 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 C8H7N2O4PSClBr: 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 numberUS06489476B1
Source datasetuspto-grants-2002_12
ORD IDord-ec44c92bd8164fd0b1bbf2cb0a232271
Source noteuspto-grants-2002_12