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

HRID 1164751

반응식

HRID 1164751 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매2회HCID 962Water용매

반응 조건

온도
0 °C

실험 절차

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 concentrted 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.

후처리

  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

출처 및 근거

ORD 기록
ord-243481d25f37494281b9b5bdd15f942e
출처 데이터셋
uspto-grants-1990_03
특허 번호
US04906286

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