Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 58125Generated: October 25, 2026

Triphosgene → 2,6-Dichloro-3,5-dimethoxyphenyl isocyanate

https://huagongshe.com/reaction/58125

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphosgeneHCID 94429—
Reactant2,6-Dichloro-3,5-dimethoxyanilineHCID 59486253—
Solvent1,4-DioxaneHCID 31275—
Product2,6-Dichloro-3,5-dimethoxyphenyl isocyanateHCID 86086993162%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 2,6-dichloro-3,5-dimethoxy-phenylamine (500 g, 2.25 mmol), triphosgene (335 mg, 1.12 mmol) and TEA (342 g, 3.38 mmol) in dioxane (15 mL) was heated to 130° C. for 2 hours under microwave. The reaction was concentrated and the residue was purified by flash chromatography on silica eluting with DCM to obtain the title compound (450 mg, yield: 80%). 1H-NMR (400 MHz, CDCl3) δ 3.92 (s, 6H), 6.42 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434697B2
Source datasetuspto-grants-2016_09
ORD IDord-061b4f02256e4bbcbb85530fcb0c5cc2
Source noteuspto-grants-2016_09