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

HRID 539649ノート

反応式

HRID 539649 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 246466Quinoline-2-carbohydrazide

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-00f4b099eb224f0b8d4e65d43977171f
出典データセット
uspto-grants-2014_10
特許番号
US08871761B2

反応ノート

読み込み中…