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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1926629Generated: November 1, 2026

Morpholine → 4-Chloro-2-morpholin-4-yl-1,3-thiazole-5-carbonitrile

https://huagongshe.com/reaction/1926629

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantDiisopropylethylamineHCID 81531—
Reactant2,4-Dichloro-5-cyanothiazoleHCID 15576359—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product4-Chloro-2-morpholin-4-yl-1,3-thiazole-5-carbonitrileHCID 5925001395.9%

Reaction Steps

2,4-dichloro-5-cyanothiazole (1.26 g, 0.00704 mol) and N,N-diisopropylethylamine (3.68 mL, 0.0211 mol) were dissolved in ethanol at 70° C. Morpholine (0.614 mL, 0.0704 mol) was added to the hot solution and the mixture was stirred for 30 minutes, cooled down to rt, diluted with water (50 mL) and the formed precipitate was collected to give the title compound (1.55 g, 91%). LCMS: (FA) ES+, 230. 1H NMR (300 MHz, d6-DMSO) δ: 3.71-3.67 (m, 4H), 3.52-3.48 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183240B2
Source datasetuspto-grants-2012_05
ORD IDord-0d76a7410a6c4bdb80151477f28d2e66
Source noteuspto-grants-2012_05