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

HRID 892760

反応式

HRID 892760 の反応式
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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-11dad5c29e7e477a9b9c16962203c859
出典データセット
uspto-grants-1992_06
特許番号
US05120747

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