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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 556694Generated: October 31, 2026

Methanol → 3-(3-(1H-pyrrol-1-yl)propyl)-5-methylthiazol-2(3H)-imine

https://huagongshe.com/reaction/556694

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDichloromethaneHCID 6344—
Reactant2-Amino-5-methylthiazoleHCID 351770—
Reactant1-(3-Bromopropyl)pyrroleHCID 557119—
ProductAmmonium HydroxideHCID 14923—
Product3-(3-(1H-pyrrol-1-yl)propyl)-5-methylthiazol-2(3H)-imineHCID 6666083881%

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of 2-amino-5-methylthiazole (0.55 g, 4.8 mmol) and 1-(3-bromopropyl)pyrrole (TCI-US, 1.0 g, 5.3 mmol) was warmed to 85° C. and was stirred for 2 h. The mixture was then cooled to ambient temperature and was purified by flash column chromatography (SiO2, 10% CH3OH in ethyl acetate then 9:1:0.1 CH2Cl2:CH3OH:NH4OH) to give the title compound (0.86 g, 3.9 mmol, 81% yield). MS (DCI/NH3) m/z 222 (M+NH4)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058293B2
Source datasetuspto-grants-2011_11
ORD IDord-7cdffe638df04a49af4895ed8cec62d6
Source noteuspto-grants-2011_11