4-Aminobenzonitrile → 4-Hydrazinobenzonitrile

HRID 59254

반응식

HRID 59254 반응식
[C:1]([C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][CH:4]=1)#[N:2].[N:10]([O-])=O.[Na+]>Cl>[NH:7]([C:6]1[CH:8]=[CH:9][C:3]([C:1]#[N:2])=[CH:4][CH:5]=1)[NH2:10]

참가 물질

4

반응물 2

HCID 133964-AminobenzonitrileHCID 23668193Sodium Nitrite

생성물 1

HCID 5837844-Hydrazinobenzonitrile수율 71,006.398%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매2회

반응 조건

온도
5 °C

실험 절차

To a cold solution of 4-cyanoaniline (6.0 g, 0.050 mol) in conc. HCl was added aq. solution of sodium nitrite (3.85 g, 0.055 mmol) at −15° C. The reaction mass was stirred at 0-10° C. for 15 minutes and filtered off to remove insolubles. The filtrate was added to stannous chloride in conc. HCl (24.0 g, 0.166 mmol). The reaction mass was stirred at −15° C. for 30 minutes. The reaction mass was filtered to afford 5.2 g of desired product. 1H NMR (300 MHz, DMSO d6): δ 7.04 (d, 2H), 7.70 (d, 2H), 9.17 (br s, 1H), 10.66 (br s, 2H).

후처리

  1. filtrationfiltered off
  2. customto remove insolubles
  3. stirringThe reaction mass was stirred at −15° C. for 30 minutes
  4. filtrationThe reaction mass was filtered

출처 및 근거

ORD 기록
ord-4053ed7b915e4999932e1988aec78d86
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09439890B2

연결된 노트

불러오는 중…