Hydrazine hydrate (1:1) → Quinoline-2-carbohydrazide

HRID 539649노트

반응식

HRID 539649 반응식
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]([O:13]C)=O.O.[NH2:16][NH2:17]>C(O)C>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]([NH:16][NH2:17])=[O:13]

참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 421738methyl quinoline-2-carboxylate

생성물 1

HCID 246466Quinoline-2-carbohydrazide

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Methyl quinoline-2-carboxylate 3.2 (10.1 g, 0.054 mol) was dissolved in 50 mL of ethanol and hydrazine hydrate (8.1 g, 0.16 mol) was added. The mixture was heated to reflux for 1 h and cooled down to RT at which point a precipitate formed. The mixture was concentrated to approximately ⅓ of the volume and the precipitate was filtered off, washed with small volumes of ethanol to afford intermediate 2a solvated by ½ equivalent of ethanol. Yield 10 g (99%). 1HNMR (DMSO-d6): δ: 9.95 ppm (s, 1H), 8.55 (d, 1H), 8.1 ppm (d, 2H), 8.05 ppm (d, 1H), 8.85 ppm (t, 1H), 7.65 ppm (t, 1H), 4.6 ppm (s, 2H), 4.3 ppm (t, 0.5H), 4.4 ppm (q, 1H), 1.05 ppm (q, 1.5H).

후처리

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 1 h
  3. customformed
  4. concentrationThe mixture was concentrated to approximately ⅓ of the volume
  5. filtrationthe precipitate was filtered off
  6. washwashed with small volumes of ethanol

출처 및 근거

ORD 기록
ord-00f4b099eb224f0b8d4e65d43977171f
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08871761B2

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