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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2404085Generated: October 30, 2026

Trifluoroacetic acid → 3-amino-N-(phenylsulfonyl)propanamide

https://huagongshe.com/reaction/2404085

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl 3-oxo-3-(phenylsulfonamido)propylcarbamateHCID 66926414—
SolventDichloromethaneHCID 6344—
Product3-amino-N-(phenylsulfonyl)propanamideHCID 6692644740.6%

Reaction Conditions

Temperature0 °C

Reaction Steps

Tert-butyl 3-oxo-3-(phenylsulfonamido)propylcarbamate (3.6 g, 15.1 mmol) was dissolved in dichloromethane (60 mL). Then CF3COOH (1.1 mL, 0.3 mmol, 20 equiv) was added to the mixture at 0° C. and stirred for 2 h at 0° C. The reaction mixture was concentrated and purified by flash chromatography to give 3-amino-N-(phenylsulfonyl)propanamide as a white solid (1.4 g, 40%). EDI-MS: 229.0 (M+H)+. 1H NMR (400 MHz, DMSO-d6) δ: 7.79˜7.71 (m, 2H), 7.70˜7.43 (brs, 3H), 7.42˜7.34 (m, 3H), 2.83 (t, 2H), 2.24 (t, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802659B2
Source datasetuspto-grants-2014_08
ORD IDord-f415de92660d4aeaad435a59df1a192c
Source noteuspto-grants-2014_08