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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 232604Generated: October 30, 2026

Ethanamine, 2-(2-methoxyethoxy)-N,N-bis[2-(2-methoxyethoxy)ethyl]- → 2-Amino-4-chloro-5-(2,4-dichlorophenyl)-6-methylthio pyrimidine

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Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanamine, 2-(2-methoxyethoxy)-N,N-bis[2-(2-methoxyethoxy)ethyl]-HCID 112414—
Reactant4,6-Dichloro-5-(2,4-dichlorophenyl)pyrimidin-2-amineHCID 19705054—
ReactantMethylmercaptan sodiumHCID 45051789—
CatalystCopperHCID 23978—
SolventTetrahydrofuranHCID 8028—
Product2-Amino-4-chloro-5-(2,4-dichlorophenyl)-6-methylthio pyrimidineHCID 1970507952%

Reaction Conditions

Temperature180 °C

Reaction Steps

A mixture of 2-amino-5-(2,4-dichlorophenyl) -4,6-dichlorohyrimidine (0.5 g) (Example 32) THF (15 ml), methanethiol sodium salt (0.113 g) , copper powder (0.05 g) and tris[2-(2-methoxyethoxy) ethyl]amine (0.1 g) was heated in an autoclave at 180° C. for 18 hours. The cooled reaction mixture was filtered, evaporated and the residue purified by flash column chromatography to give the title compound (0.262 g, 52%), mp. 201°-202° C. (softens at 196° C.). Microanalysis:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05591746
Source datasetuspto-grants-1997_01
ORD IDord-af3117fd858f42d09aa688212d7007cb
Source noteuspto-grants-1997_01