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

HRID 971321
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HRID 971321 반응식
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([N:13]([CH:21]([CH3:26])[C:22](OC)=[O:23])[C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1)[CH3:2].O.[NH2:28][NH2:29]>CO>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([N:13]([CH:21]([CH3:26])[C:22]([NH:28][NH2:29])=[O:23])[C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1)[CH3:2]
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참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 11588923Methyl 2-{[(4-ethoxyphenyl)sulfonyl]-4-methylanilino}propanoate

생성물 1

HCID 117177904-ethoxy-N-(2-hydrazino-1-methyl-2-oxoethyl)-N-(4-methylphenyl)benzenesulfonamide수율 52%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
60 °C

실험 절차

The crude carboxylic acid methyl ester, e.g. methyl 2-{[(4-ethoxyphenyl)sulfonyl]-4-methylanilino}propanoate (264 mg, 0.70 mmol), was dissolved in MeOH (2 mL). Hydrazine hydrate was added (0.44 mL). The reaction mixture was stirred overnight at 60° C. Solvents were evaporated. The crude mass was redissolved in MeOH and solvents were evaporated again. This process was repeated three times. The desired product, e.g. 4-ethoxy-N-(2-hydrazino-1-methyl-2-oxoethyl)-N-(4-methylphenyl)benzenesulfonamide (138.4 mg, 52%) was isolated as a colorless solid in 91.1% purity by HPLC (MaxPlot detection between 230 and 400 nm).

후처리

  1. customSolvents were evaporated
  2. dissolutionThe crude mass was redissolved in MeOH
  3. customsolvents were evaporated again

출처 및 근거

ORD 기록
ord-4845284f08b34d229f50e2e30bb8350a
출처 데이터셋
uspto-grants-2007_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07312358B2

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