Propanenitrile, 3-ethoxy- → 3-Amino-1-m-tolyl-2-pyrazoline

HRID 1388730

반응식

HRID 1388730 반응식
[Na].Cl.[C:3]1([CH3:11])[CH:8]=[CH:7][CH:6]=[C:5]([NH:9][NH2:10])[CH:4]=1.C(O[CH2:15][CH2:16][C:17]#[N:18])C>C(O)C>[NH2:18][C:17]1[CH2:16][CH2:15][N:9]([C:5]2[CH:4]=[C:3]([CH3:11])[CH:8]=[CH:7][CH:6]=2)[N:10]=1

참가 물질

5

반응물 3

HCID 16501Propanenitrile, 3-ethoxy-HCID 71562m-Tolylhydrazinium(1+) chlorideHCID 5360545Sodium

생성물 1

HCID 23264163-Amino-1-m-tolyl-2-pyrazoline

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A 2.8 g. amount of sodium metal is dissolved in 100 ml. of absolute ethanol, then 15.8 g. of m-tolylhydrazine hydrochloride is added followed in 5 minutes by 9.9 g. of β-ethoxypropionitrile. The reaction mixture is refluxed for 16 hours, then is evaporated to dryness in vacuo. Water is added and the precipitate is collected by filtration. The solid is dissolved in dichloromethane and is passed through a short column of a hydrous magnesium silicate. The column effluent is refluxed on a steam bath with the gradual addition of hexane to crystallize a product. The mixture is cooled and filtered to give 10.1 g. of the product of the Example as colorless crystals, m.p. 119°-120° C.

후처리

  1. temperatureThe reaction mixture is refluxed for 16 hours
  2. customis evaporated to dryness in vacuo
  3. additionWater is added
  4. filtrationthe precipitate is collected by filtration
  5. dissolutionThe solid is dissolved in dichloromethane
  6. temperatureThe column effluent is refluxed on a steam bath with the gradual addition of hexane
  7. customto crystallize a product
  8. temperatureThe mixture is cooled
  9. filtrationfiltered
  10. customto give 10.1 g

출처 및 근거

ORD 기록
ord-2684cdd7a77c4d01a9fbd7d6717a2b81
출처 데이터셋
uspto-grants-1984_02
특허 번호
US04432991

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