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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2042787Generated: November 2, 2026

Thiophosgene → N-[(2,4-dichloro-3-isothiocyanatophenyl)methyl]-2,2-dimethylpropanamide

https://huagongshe.com/reaction/2042787

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiophosgeneHCID 10040—
ReactantN-(3-Amino-2,4-dichlorobenzyl)pivalamideHCID 56839975—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductN-[(2,4-dichloro-3-isothiocyanatophenyl)methyl]-2,2-dimethylpropanamideHCID 56840192—

Reaction Steps

A mixture of N-(3-amino-2,4-dichloro-benzyl)-2,2-dimethyl-propionamide (0.95 g, 3.4 mmol) in 4.0 mL dioxane is added to thiophosgene (0.45 mL, 5.8 mmol) in 2.5 mL water. The mixture is stirred overnight, extracted with DCM and the organic phase is washed with 5% aq NaHCO3 solution and water and dried with Na2SO4. After fltration and concentration, the crude product is diluted with DCM, filtered through a pad of silica gel and concentrated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586604B2
Source datasetuspto-grants-2013_11
ORD IDord-5d56e5e3a6c04c45badfced46eac9fc4
Source noteuspto-grants-2013_11