Hydrazine hydrate (1:1) → 3-Methoxy-4-nitrobenzohydrazide

HRID 419334

반응식

HRID 419334 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:12]=1[N+:13]([O-:15])=[O:14])[C:6](OC)=[O:7].O.[NH2:17][NH2:18]>CCO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:12]=1[N+:13]([O-:15])=[O:14])[C:6]([NH:17][NH2:18])=[O:7]

참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 287308Methyl 3-methoxy-4-nitrobenzoate

생성물 1

HCID 218838753-Methoxy-4-nitrobenzohydrazide수율 71%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
80 °C

실험 절차

To methyl 3-methoxy-4-nitrobenzoate (5.16 g, 24.5 mmol) in EtOH (250 mL) was added hydrazine monohydrate (5.95 mL, 122 mmol) in one portion. The reaction was heated at 80° C. overnight and concentrated upon completion by TLC. The residue was taken up in EtOAc, heated and hot filtered. The filtrate was concentrated and the residue was triturated with diethyl ether to provide the title compound (3.65 g, 17.3 mmol, 71%). 1H NMR (400 MHz, DMSO-d6) δ ppm 3.96 (s, 3H), 4.60 (br. s., 2H), 7.50 (dd, J=8.4, 1.5 Hz, 1H), 7.69 (d, J=1.8 Hz, 1H), 7.93 (d, J=8.1 Hz, 1H), 10.05 (br. s., 1H).

후처리

  1. concentrationconcentrated upon completion by TLC
  2. temperatureheated
  3. concentrationThe filtrate was concentrated
  4. customthe residue was triturated with diethyl ether

출처 및 근거

ORD 기록
ord-8caec853cd82465a9d01bdaf8f8adf24
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093239B2

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