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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2051584Generated: October 25, 2026

Methanol → N-(4-anilinophenyl)-N-(1,3-dimethyl-butyl)-thiocarbamate-O-methyl ester

https://huagongshe.com/reaction/2051584

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThiophosgeneHCID 10040—
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-Benzenediamine, N-(1,3-dimethylbutyl)-N'-phenyl-HCID 13101—
ReactantPyrrolidineHCID 31268—
SolventChloroformHCID 6212—
ProductN-(4-anilinophenyl)-N-(1,3-dimethyl-butyl)-thiocarbamate-O-methyl esterHCID 19832480—

Reaction Steps

N-phenyl-N'-(1,3-dimethylbutyl)-p-phenylenediamine (26.8g, 0.10 mol) in 100 mL chloroform and 30g (0.22 mol) of K2CO3 as a saturated aqueous solution are placed in a 250 mL, 3-neck round bottom flask. Thiophosgene (11.5g: 0.10 mol) in 20 mL chloroform is added at such a rate sufficient to reach and maintain reflux conditions. Stirring is continued until the mixture returns to room temperature. Methanol (6.4g, 0.2 mol) is then added and the mixture refluxed for 4 hours. The organic layer is separated, dried with MgSO4 and the solvent removed on a rotary evaporator to give the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05019611
Source datasetuspto-grants-1991_05
ORD IDord-0d6a7e843f8543d29cec7e28e8e1f0d9
Source noteuspto-grants-1991_05