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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 927359Generated: October 31, 2026

p-Toluenesulfonic acid → 2-(1,3-Thiazol-2-yl)propan-2-amine

https://huagongshe.com/reaction/927359

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant2-Bromo-1,1-dimethoxyethaneHCID 81672—
Reactanttert-butyl N-(1-carbamothioyl-1-methylethyl)carbamateHCID 15186362—
SolventAcetic AcidHCID 176—
Product2-(1,3-Thiazol-2-yl)propan-2-amineHCID 2828620365%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of tert-butyl 1-amino-2-methyl-1-thioxopropan-2-ylcarbamate (5.31 g, 24 mmol), 2-bromo-1,1-dimethoxyethane (CAN:7252-83-7, 5.11 g, 30 mmol) and TsOH (0.49 g, 3 mmol) in acetic acid (50 mL) was stirred at 120° C. for 4 h. After evaporation of solvents, the residue was diluted with ethyl acetate (50 mL) and water (50 mL). The water phase was washed with ethyl acetate (3×50 mL). Then water phase was lyophilized to give the title compound as brown solid (2.1 g, 65%); MS (LC/MS): 143.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290451B2
Source datasetuspto-grants-2016_03
ORD IDord-8c5e5a1ae79948989b25ae559c390101
Source noteuspto-grants-2016_03