Hydrazine hydrate (1:1) → 4-ethoxy-N-(2-hydrazino-2-oxoethyl)-N-(4-methylphenyl)benzenesulfonamide

HRID 971310ノート

反応式

HRID 971310 の反応式
C[O:2][C:3](=O)[CH2:4][N:5]([S:13]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH2:23][CH3:24])=[CH:18][CH:17]=1)(=[O:15])=[O:14])[C:6]1[CH:11]=[CH:10][C:9]([CH3:12])=[CH:8][CH:7]=1.O.[NH2:27][NH2:28]>CO>[CH2:23]([O:22][C:19]1[CH:20]=[CH:21][C:16]([S:13]([N:5]([CH2:4][C:3]([NH:27][NH2:28])=[O:2])[C:6]2[CH:11]=[CH:10][C:9]([CH3:12])=[CH:8][CH:7]=2)(=[O:15])=[O:14])=[CH:17][CH:18]=1)[CH3:24]

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 1108126Methyl{[(4-ethoxyphenyl)sulfonyl]-4-methylanilino}acetate

生成物 1

HCID 102700744-ethoxy-N-(2-hydrazino-2-oxoethyl)-N-(4-methylphenyl)benzenesulfonamide収率 72%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

The crude carboxylic acid methyl ester, e.g. methyl{[(4-ethoxyphenyl)sulfonyl]-4-methylanilino}acetate (3.816 g, 10.5 mmol), was dissolved in MeOH (30 mL). Hydrazine hydrate was added (3.3 mL). The reaction mixture was stirred overnight at room temperature. A white precipitate was formed. It was isolated by filtration and rinsed with cold MeOH. From mother liquors some more compound could be recovered, affording the desired product, e.g. 4-ethoxy-N-(2-hydrazino-2-oxoethyl)-N-(4-methylphenyl)benzenesulfonamide (2.745 g, 72%) as a colorless solid in 99.8% purity by HPLC (MaxPlot detection between 230 and 400 nm).

後処理

  1. customA white precipitate was formed
  2. customIt was isolated by filtration
  3. washrinsed with cold MeOH
  4. customFrom mother liquors some more compound could be recovered

出典と根拠

ORDレコード
ord-d94437a0a07249d8b7b56d3c40a37088
出典データセット
uspto-grants-2007_12
特許番号
US07312358B2

反応ノート

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