Beta-Alanine → 4-(2-nitro-1-propenyl)phenyl-1H-imidazole

HRID 364938

반응식

HRID 364938 반응식
[N:1]1([C:6]2[CH:13]=[CH:12][C:9]([CH:10]=O)=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.[N+:14]([CH2:17][CH3:18])([O-:16])=[O:15].NCCC(O)=O>C(O)CCC>[N+:14]([C:17]([CH3:18])=[CH:10][C:9]1[CH:12]=[CH:13][C:6]([N:1]2[CH:5]=[CH:4][N:3]=[CH:2]2)=[CH:7][CH:8]=1)([O-:16])=[O:15]

참가 물질

5

반응물 3

HCID 239Beta-AlanineHCID 6587NitroethaneHCID 7365304-(1H-imidazol-1-yl)benzaldehyde

생성물 1

HCID 540019184-(2-nitro-1-propenyl)phenyl-1H-imidazole수율 20.2%

시약·촉매·용매 1

HCID 2631-Butanol용매

실험 절차

A mixture of 292 g (1.70 mole) of 4-(1H-imidazol-1-yl)benzaldehyde, 153.7 g (1.97 mole) of nitroethane (96%), and 15.4 g (.173 mole) of β-alanine in 1000 ml n-butanol is refluxed for nine hours. The reaction mixture is allowed to cool overnight, the solid collected, and washed successively with ether and water to give 78.7 g of dark yellow crystals, mp 119°-120° C. Concentration of the filtrate to approximately 500 ml and cooling at 0° gave a second crop (87.2 g) of the product, mp 116°-118° C.

후처리

  1. temperatureis refluxed for nine hours
  2. temperatureto cool overnight
  3. customthe solid collected
  4. washwashed successively with ether and water

출처 및 근거

ORD 기록
ord-c990e80c9e9a4ede80cfb20d416d5d82
출처 데이터셋
uspto-grants-1986_08
특허 번호
US04607037

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