Hydrazine hydrate (1:1) → 3-(6-Hydrazinyl-3-pyridazinyl)benzonitrile

HRID 655240ノート

反応式

HRID 655240 の反応式
Cl[C:2]1[N:7]=[N:6][C:5]([C:8]2[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=2)[C:11]#[N:12])=[CH:4][CH:3]=1.O.[NH2:17][NH2:18]>N1C=CC=CC=1>[NH:17]([C:2]1[N:7]=[N:6][C:5]([C:8]2[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=2)[C:11]#[N:12])=[CH:4][CH:3]=1)[NH2:18]

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 135734663-(6-chloropyridazin-3-yl)benzonitrile

生成物 1

HCID 593204453-(6-Hydrazinyl-3-pyridazinyl)benzonitrile

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
65 °C

実験手順

A solution of 3-(6-chloro-pyridazin-3-yl)-benzonitrile (75.6 g, 350 mmol) in 900 mL of dried pyridine was cooled in an ice bath and 119.2 mL of hydrazine hydrate was added. The cooling was continued so as to keep the temperature below 30° C. at which time yellow needle separated. The mixture was then heated to 65° C. and stirred overnight. Then the mixture was concentrated and the residue was washed with water and Methanol to return the title compound (60 g, 81%) as a yellow solid. 1H NMR (300 MHz, DMSO-d6): δ 8.38˜8.39 (m, 1H), 8.32˜8.35 (m, 1H), 8.24 (s, 1H), 7.97˜8.00 (d, 1H), 7.82˜7.85 (m, 1H), 7.64˜7.69 (m, 1H), 7.09˜7.12 (d, 1H), 4.39 (s, 2H); MS (m/z) 212.1 [M++1].

後処理

  1. customthe temperature below 30° C.
  2. customseparated
  3. concentrationThen the mixture was concentrated
  4. washthe residue was washed with water and Methanol

出典と根拠

ORDレコード
ord-73feae6e76744d418aaa1eb8fb44e955
出典データセット
uspto-grants-2011_12
特許番号
US08071581B2

反応ノート

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