Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1423256Generated: November 2, 2026

Water → Phenyl 5-tert-butyl-2-methoxy-3-(methylsulfonamido)phenylcarbamate

https://huagongshe.com/reaction/1423256

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhenyl chloroformateHCID 15891—
ReactantSodium BicarbonateHCID 516892—
ReactantN-(3-amino-5-tert-butyl-2-methoxy-phenyl)-methanesulfonamideHCID 10214710—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
SolventCyclohexaneHCID 8078—
ProductPhenyl 5-tert-butyl-2-methoxy-3-(methylsulfonamido)phenylcarbamateHCID 8627569297.2%

Reaction Steps

Phenyl chloroformate (0.5 mL, 3.99 mmol) was added to a stirred solution of N-(3-amino-5-(tert-butyl)-2-methoxyphenyl)methanesulfonamide (see, for example, Cirillo, P. F. et al., WO 2002/083628, 24 Oct. 2002; 1 g, 3.67 mmol) and NaHCO3 (620 mg, 7.38 mmol) in THF (10 mL) and DCM (10 mL). The mixture was stirred for 2 h then water (20 mL) was added. The organic layer was separated, dried (MgSO4), filtered and evaporated to furnish a brown foam, which was stirred in cyclohexane (20 mL) to afford the sub-title compound (1.4 g) as a colourless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927563B2
Source datasetuspto-grants-2015_01
ORD IDord-80e8ce346114485abccb8bb5bdcbb363
Source noteuspto-grants-2015_01