Triethylamine → Benzenesulfonamide, N-methoxy-N-methyl-2-nitro-

HRID 398250Notes

Reaction equation

HRID 398250 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10](Cl)(=[O:12])=[O:11])([O-:3])=[O:2].Cl.[CH3:15][NH:16][O:17][CH3:18].C(N(CC)CC)C>>[CH3:15][N:16]([O:17][CH3:18])[S:10]([C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2])(=[O:12])=[O:11]

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 155402-Nitrobenzenesulfonyl chlorideHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)

Product 1

HCID 23002393Benzenesulfonamide, N-methoxy-N-methyl-2-nitro-Yield 1,793.6%

Procedure

2-Nitrobenzenesulfonyl chloride (5 g, 22.5 mmol) was allowed to react with N-methyl-N-methoxyamine hydrochloride (2.42 g, 22.5×1.2 mmol) in the presence of triethylamine (5.47 g, 22.5×2.4 mmol) to obtain 5.3 g (percent yield: 95.3%) of N-methyl-N-methoxy-2-nitrophenylsulfonamide.

Sources & evidence

ORD record
ord-0709710751af4cc183167212002dc1f7
Source dataset
uspto-grants-2003_08
Patent number
US06610853B1

Reaction notes

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