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

HRID 2298201Notes

Reaction equation

HRID 2298201 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++1).

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-edfa884b03ed403580135659cfe366bf
Source dataset
uspto-grants-2002_12
Patent number
US06492412B2

Reaction notes

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