Ammonium Hydroxide → 4-[(Methylsulfonyl)amino]butanamide

HRID 480338Notes

Reaction equation

HRID 480338 reaction equation
C([O:3][C:4](=O)[CH2:5][CH2:6][CH2:7][NH:8][S:9]([CH3:12])(=[O:11])=[O:10])C.[NH4+:14].[OH-]>>[CH3:12][S:9]([NH:8][CH2:7][CH2:6][CH2:5][C:4]([NH2:14])=[O:3])(=[O:11])=[O:10]

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 53959923Ethyl 4-[(methylsulfonyl)amino]butanoate

Product 1

HCID 222467414-[(Methylsulfonyl)amino]butanamide

Procedure

A solution of 4-methanesulfonylamino-butyric acid ethyl ester (7.08 g, 33.8 mmol) in concentrated NH4OH (200 mL) was stirred at room temperature for 66 h. The reaction mixture was concentrated to afford the title compound as a white solid (6.16 g). The product was used in the next step without further purification. 1H NMR (400 MHz, CDCl3) δ 3.30 (s, 3H), 3.05-3.09 (m, 2H), 2.91 (s, 3H), 2.24-2.30 (m, 2H), 1.80-1.85 (m, 2H); MS 181 (M+30 1).

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-b74514e30dd5421897c2df4ece0675d1
Source dataset
uspto-grants-2003_11
Patent number
US06649657B2

Reaction notes

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