Ethanolamine → 4-Fluoro-N-(2-hydroxyethyl)benzenesulfonamide

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH2:12]([CH2:14][NH2:15])[OH:13]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:15][CH2:14][CH2:12][OH:13])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 700Ethanolamine

HCID 95884-Fluorobenzenesulfonyl chloride

Product 1

HCID 15876834-Fluoro-N-(2-hydroxyethyl)benzenesulfonamide

Procedure

The title compound was prepared according to the procedure of Intermediate 33 from 3.97 g (20 mmol) of 4-fluorobenzenesulfonyl chloride and 3.11 g (50 mmol) of ethanolamine, yielding 3.0 g of a white solid; m.p. 77-78° C.; MS (ES) m/z 219.8 (MH+); HRMS (EI) Calcd. for C8H10FNO3S (M+): 219.0366, Found: 219.0369.

Sources & evidence

ORD record: ord-ac12dfeaa76f4340b608541a144041c5
Source dataset: uspto-grants-2002_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06444685B1

Reaction notes

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