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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1263407Generated: October 25, 2026

Bromine → Methyl 2-amino-4-methylbenzo[d]thiazole-5-carboxylate

https://huagongshe.com/reaction/1263407

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromineHCID 24408—
ReactantN-(2-Methyl-3-methoxycarbonylphenyl)thioureaHCID 18616039—
SolventChlorobenzeneHCID 7964—
ProductMethyl 2-amino-4-methylbenzo[d]thiazole-5-carboxylateHCID 22390084—

Reaction Conditions

Temperature0 °C

Reaction Steps

56 g of N-(2-methyl-3-methoxycarbonylphenyl)thiourea (0.25 mol) were dissolved in 2 l of chlorobenzene, and the mixture was cooled to 0° C. 40 g of bromine (0.25 mol) in 100 ml of chlorobenzene were then added dropwise. The reaction mixture was heated at 90° C. for 3 h, and the precipitate was filtered off with suction and washed with methylene chloride. The precipitate was then dissolved in ethyl acetate and extracted with sodium bicarbonate solution. After washing and drying, the product was obtained by stripping off the solvent. Yield: 43 g (80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06541423B1
Source datasetuspto-grants-2003_04
ORD IDord-1457830cd9ea443bbca17272e72d3e21
Source noteuspto-grants-2003_04