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

HRID 1699064Notes

Reaction equation

HRID 1699064 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) δ3.30 (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++1).

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-c9169bd5146b4be69da57aa3842d5ceb
Source dataset
uspto-grants-2002_02
Patent number
US06344485B1

Reaction notes

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