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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 330451Generated: October 27, 2026

Methanethiol → N-(2-chlorophenylsulfonyl)-N'-(4-methoxy-6-methyl-2-pyrimidinyl) thiourea

https://huagongshe.com/reaction/330451

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanethiolHCID 878—
Reactant4-Methoxy-6-methylpyrimidin-2-amineHCID 587236—
ReactantMethyl (2-chlorobenzene-1-sulfonyl)carbamodithioateHCID 13364655—
SolventAcetonitrileHCID 6342—
SolventO-XyleneHCID 7237—
ProductN-(2-chlorophenylsulfonyl)-N'-(4-methoxy-6-methyl-2-pyrimidinyl) thioureaHCID 1427569784.7%

Reaction Conditions

Temperature145 °C

Reaction Steps

A solution of 5.0 g of methyl N-(2-chlorophenylsulfonyl)dithiocarbamate in 20 ml of xylene is stirred for 3.5 hours with heating at 145° C. During the heating, methylmercaptan gas is generated. After the reaction is completed, xylene is removed under reduced pressure to yield a pale yellow oil (IR: strong absorption band of -SO2NCS at 1900 cm-1). The oily substance is dissolved in 50 ml of acetonitrile, to which 2.8 g of 2-amino-4-methoxy-6-methylpyrimidine is added and stirred for 30 minutes at 50° C. The precipitated crystals are collected by filtration, and recrystallized from acetonitrile to give 5.6 g of the title compound as a white prism. mp 186.5°~187.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04897105
Source datasetuspto-grants-1990_01
ORD IDord-03289b2be8f149a7808885c2de492294
Source noteuspto-grants-1990_01