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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1493198Generated: November 3, 2026

N-chloromethyl-N-(4-methylphenyl)carbamoyl chloride → 2-(2,2,2-Trifluoroethylimino)-3-(4-isopropyloxybenzyl)-5-(4-methylphenyl)-tetrahydro-1,3,5-thiadiazin-4-one

https://huagongshe.com/reaction/1493198

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-chloromethyl-N-(4-methylphenyl)carbamoyl chlorideHCID 14801049—
Reactant1-(4-Isopropyloxybenzyl)-3-(2,2,2-trifluoroethyl)thioureaHCID 19830693—
SolventBenzeneHCID 241—
Product2-(2,2,2-Trifluoroethylimino)-3-(4-isopropyloxybenzyl)-5-(4-methylphenyl)-tetrahydro-1,3,5-thiadiazin-4-oneHCID 1480106536.3%

Reaction Steps

1.00 g of N-chloromethyl-N-(4-methylphenyl)carbamoyl chloride and 1.40 g of 1-(4-isopropyloxybenzyl)-3-(2,2,2-trifluoroethyl)thiourea were dissolved in 30 ml of benzene, and the solution was heated under reflux for 4 hours. After the reaction, benzene was evaporated under reduced pressure. The resulting oily product was purified by column chromatography silica gel; eluent: hexane/ethyl acetate (10/1)1 to give 0.75 g of the captioned compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05021412
Source datasetuspto-grants-1991_06
ORD IDord-94e1250b4416416aaad6e1ac1f455bfe
Source noteuspto-grants-1991_06