Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1690520Generated: November 2, 2026

Triethylamine → 3-Chloro-4-isocyanato-benzoic acid methyl ester

https://huagongshe.com/reaction/1690520

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
ReactantMethyl 4-Amino-3-chlorobenzoateHCID 1515284—
SolventDichloromethaneHCID 6344—
Product3-Chloro-4-isocyanato-benzoic acid methyl esterHCID 86640262260%

Reaction Steps

To an ice cold solution of triphosgene (59 mg, 200 μmol) in CH2Cl2 (1.5 ml) was added 4-amino-3-chloro-benzoic acid methyl ester (100 mg, 540 μmol; [84228-44-4]) and a solution of Et3N (150 μl, 1.1 mmol) in CH2Cl2 (0.5 ml) under an argon atmosphere. The reaction mixture was stirred at ambient temperature for 30 min. The solvent was removed under reduced pressure. The residue was triturated with EtOAc, the solid was filtered off and the filtrate was evaporated to dryness under reduced pressure to give the title compound (111 mg, 520 μmol; 97%) as brown solid which was used in the next step without further purification. MS: m/e=228.9 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153663B2
Source datasetuspto-grants-2012_04
ORD IDord-7c4182d323064c5e97fea1ac77f19710
Source noteuspto-grants-2012_04