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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1493202Generated: October 31, 2026

1-(4-t-Butoxycarbonylbenzyl)-3-(2,2,2-trifluoroethyl)thiourea → 2-(2,2,2-Trifluoroethylimino)-3-(4-t-butoxycarbonylbenzyl)-5-(4-methylphenyl)-tetrahydro-1,3,5-thiadiazin-4-one

https://huagongshe.com/reaction/1493202

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(4-t-Butoxycarbonylbenzyl)-3-(2,2,2-trifluoroethyl)thioureaHCID 14774208—
ReactantN-chloromethyl-N-(4-methylphenyl)carbamoyl chlorideHCID 14801049—
SolventBenzeneHCID 241—
Product2-(2,2,2-Trifluoroethylimino)-3-(4-t-butoxycarbonylbenzyl)-5-(4-methylphenyl)-tetrahydro-1,3,5-thiadiazin-4-oneHCID 1477425049%

Reaction Steps

0.31 g of N-chloromethyl-N-(4-methylphenyl)carbamoyl chloride and 0.49 g of 1-(4-t-butoxycarbonylbenzyl)-3-(2,2,2-trifluoroethyl)thiourea were dissolved in 30 ml of benzene, and the solution was heated under reflux for 5 hours. After the reaction, benzene was evaporated under reduced pressure. The resulting oily product was purified by column chromatography [silica gel; developing solvent hexane/ethyl acetate (9:1)) to obtain 0.34 g of the captioned compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05021412
Source datasetuspto-grants-1991_06
ORD IDord-f33484f52b694ffd835f4f04eccbac1a
Source noteuspto-grants-1991_06