Ethanol → 3-Amino-4-[N-(4-cyanophenyl)amino]pyridine

HRID 973470

반응식

HRID 973470 반응식
O.O.[Sn](Cl)Cl.[C:6]([C:8]1[CH:13]=[CH:12][C:11]([N:14]2C=C[C:17]([NH2:20])=[C:16]([N+:21]([O-])=O)[CH2:15]2)=[CH:10][CH:9]=1)#[N:7].[CH2:24](O)[CH3:25]>Cl.O>[NH2:21][C:16]1[CH:17]=[N:20][CH:24]=[CH:25][C:15]=1[NH:14][C:11]1[CH:10]=[CH:9][C:8]([C:6]#[N:7])=[CH:13][CH:12]=1

참가 물질

6

반응물 3

HCID 702EthanolHCID 61436Stannous chloride dihydrateHCID 19791284N-(4-cyanophenyl)-4-amino-3-nitropyridine

생성물 1

HCID 105364203-Amino-4-[N-(4-cyanophenyl)amino]pyridine

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 962Water용매

실험 절차

According to a modification of the method of Pharm. Helv. Acta, 1975, 50, 188., tin dichloride dihydrate (56.4 g, 250 mmol) was added to a suspension of N-(4-cyanophenyl)-4-amino-3-nitropyridine (12.0 g, 50 mmol) in 2N aqueous hydrochloric acid (35 ml), water (150 ml) and ethanol (75 ml) and the resulting mixture was heated to reflux for 10 minutes under nitrogen. The mixture was cooled in ice, poured into ice-cold 2N aqueous sodium hydroxide (400 ml) and filtered. The creamy-coloured solid was washed with 2N aqueous sodium hydroxide and water, and then dried in a vacuum desiccator. The product, 3-amino-4-(4'-cyanophenyl)aminopyridine, 9.31 g, gradually turns reddish brown on exposure to light and air.

후처리

  1. temperaturethe resulting mixture was heated
  2. temperatureto reflux for 10 minutes under nitrogen
  3. temperatureThe mixture was cooled in ice
  4. filtrationfiltered
  5. washThe creamy-coloured solid was washed with 2N aqueous sodium hydroxide and water
  6. customdried in a vacuum desiccator

출처 및 근거

ORD 기록
ord-e4d3961d564042218571a0e2294d8940
출처 데이터셋
uspto-grants-1991_11
특허 번호
US05063237

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