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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 637705Generated: October 30, 2026

Methylamine → 5-Thiazolecarboxamide, N,4-dimethyl-2-(3,4,5-trimethoxyphenyl)-

https://huagongshe.com/reaction/637705

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantEthyl 2-chloroacetoacetateHCID 11858—
ReactantPhosphorus sulfide (P2S5)HCID 14817—
ReactantBenzamide, 3,4,5-trimethoxy-HCID 18334—
ReactantHCID 12813041HCID 12813041—
Solvent1-ButanolHCID 263—
SolventEthanolHCID 702—
Product5-Thiazolecarboxamide, N,4-dimethyl-2-(3,4,5-trimethoxyphenyl)-HCID 306806760%

Reaction Steps

Into a mixture of 80 ml of 40% solution of methylamine and 420 ml of ethanol, 16.9 g of ethyl 2-(3,4,5-trimethoxyphenyl)-4-methylthiazole-5-carboxylate which had been prepared by heating a mixture of 3,4,5-trimethoxybenzamide, phosphorus pentasulfide, ethyl α-chloroacetoacetate and n-butylalcohol under a reflux condenser for 5 hours was dissolved and the solution was left for 10 days at room temperature. Then the solution was condensed to solid under a reduced pressure. The thus obtained residue was recrystallized from an aqueous ethanolic solution to obtain the object as colourless minute aciculate melting at 177.5° to 179.5° C. in an amount of 10.5 g corresponding to the yield of 60%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04558059
Source datasetuspto-grants-1985_12
ORD IDord-88972b2fef914bbaaa5ffcc4341933ee
Source noteuspto-grants-1985_12