Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727037Generated: November 3, 2026

Water → HCID 60055571, compound

https://huagongshe.com/reaction/1727037

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantThiophosgeneHCID 10040—
ReactantHCID 86606887HCID 86606887—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
ProductHCID 60055571HCID 6005557162%

Reaction Conditions

Temperature0 °C

Reaction Steps

Thiophosgene (0.38 ml, 1.1 eq) is added dropwise to a solution cooled down to 0° C., of N-(4-aminophenyl)-N′-methoxyurea hydrochloride (1 g) and triethylamine (3.2 ml, 5 eq) in tetrahydofuran (90 ml). The mixture is stirred for 15 minutes at 0° C. then water and diethyl ether are added. After decantation and extractions, the organic phases are combined, washed with salt water, dried over Na2SO4 then concentrated under reduced pressure at 40° C. Purification by flash chromatography on silica gel (eluent: heptane/ethyl acetate 7:3 to 3:7) produces the expected compound (630 mg; 62% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495009B2
Source datasetuspto-grants-2009_02
ORD IDord-a9c1071550114990ae75de8351e0d2f2
Source noteuspto-grants-2009_02