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

HRID 971310노트

반응식

HRID 971310 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-d94437a0a07249d8b7b56d3c40a37088
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07312358B2

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