Stannous chloride dihydrate → (2,4-Dichloro-5-(1-methylethoxy)phenyl)hydrazine

HRID 35421

反応式

HRID 35421 の反応式
[N:1]([O-])=O.[Na+].[Cl:5][C:6]1[CH:12]=[C:11]([Cl:13])[C:10]([O:14][CH:15]([CH3:17])[CH3:16])=[CH:9][C:7]=1[NH2:8].O.O.[Sn](Cl)Cl>O.Cl>[Cl:5][C:6]1[CH:12]=[C:11]([Cl:13])[C:10]([O:14][CH:15]([CH3:17])[CH3:16])=[CH:9][C:7]=1[NH:8][NH2:1]

参加物

6

反応物 3

HCID 61436Stannous chloride dihydrateHCID 1704762,4-Dichloro-5-isopropoxyanilineHCID 23668193Sodium Nitrite

生成物 1

HCID 170281(2,4-Dichloro-5-(1-methylethoxy)phenyl)hydrazine収率 68.4%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒2 回HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

A solution of 15.8 g (0.23 mole) of sodium nitrite in 100 mL of water was added to a stirred solution of 50.0 g (0.23 mole) of 2,4-dichloro-5-(1-methylethoxy)aniline in 250 mL of concentrated hydrochloric acid at 0° C. over 30 minutes. After complete addition, the mixture was stirred at 0° C. for 30 minutes. A solution of 114.0 g (0.506 mole) of tin (II) chloride dihydrate in 125 mL of concentrated hydrochloric acid was added dropwise to the reaction mixture. After complete addition, the mixture was stirred for one hour. The resultant white slurry was filtered. The filter cake was added to a 20% aqueous sodium hydroxide solution and stirred for 30 minutes. The basic mixture was filtered, and the filter cake recrystallized from methanol and water to yield 37.0 g of 2,4-dichloro-5-(1-methylethoxy)phenylhydrazine.

後処理

  1. additionAfter complete addition
  2. additionAfter complete addition
  3. stirringthe mixture was stirred for one hour
  4. filtrationThe resultant white slurry was filtered
  5. additionThe filter cake was added to a 20% aqueous sodium hydroxide solution
  6. stirringstirred for 30 minutes
  7. filtrationThe basic mixture was filtered
  8. customthe filter cake recrystallized from methanol and water

出典と根拠

ORDレコード
ord-78bf53a94b124c428a5765caa7d8360e
出典データセット
uspto-grants-1988_08
特許番号
US04766233

関連ノート

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