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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1689569Generated: November 1, 2026

Thiourea → 5-[4-Chloro-3-(methylsulfonyl)phenyl]-4-methyl-1,3-thiazol-2-amine

https://huagongshe.com/reaction/1689569

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThioureaHCID 2723790—
Reactant1-Bromo-1-(4-chloro-3-(methylsulfonyl)phenyl)propan-2-oneHCID 57831131—
SolventEthanolHCID 702—
Product5-[4-Chloro-3-(methylsulfonyl)phenyl]-4-methyl-1,3-thiazol-2-amineHCID 5783111682.6%

Reaction Conditions

Temperature70 °C

Reaction Steps

1-bromo-1-(4-chloro-3-methanesulfonyl-phenyl)-propan-2-one (480 mg 1.5 mmol) and thiourea (114 mg 1.5 mmol) were combined in ethanol (12 ml) and heated to 70° C. for 2 hours. The reaction mixture was allowed to cool to room temperature and the solid product was collected by filtration and dried under vacuum to yield 5-(4-chloro-3-methanesulfonyl-phenyl)-4-methyl-thiazol-2-ylamine as an off-white solid (375 mg). 1H NMR (400 MHz DMSO-d6) δ 9.4 (br s, 2H), 8.0 (d, 1H), 7.9 (d, 1H), 7.8 (dd, 1H), 3.4 (s, 3H), 2.3 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153389B2
Source datasetuspto-grants-2012_04
ORD IDord-890750b43bba4d7b8d7e244d5f84a0f2
Source noteuspto-grants-2012_04