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

HRID 655240노트

반응식

HRID 655240 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
65 °C

실험 절차

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].

후처리

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

출처 및 근거

ORD 기록
ord-73feae6e76744d418aaa1eb8fb44e955
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071581B2

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