Ethylamine → 6-(2-Nitro-1-propenyl)imidazo[1,2-a]pyridine

HRID 1381674

반응식

HRID 1381674 반응식
[N:1]1[CH:2]=[CH:3][N:4]2[CH:9]=[C:8]([CH:10]=O)[CH:7]=[CH:6][C:5]=12.[N+:12]([CH2:15][CH3:16])([O-:14])=[O:13].C(N)C>C(O)C.C(N)CCC>[N+:12]([C:15]([CH3:16])=[CH:10][C:8]1[CH:7]=[CH:6][C:5]2[N:4]([CH:3]=[CH:2][N:1]=2)[CH:9]=1)([O-:14])=[O:13]

참가 물질

6

반응물 3

HCID 6341EthylamineHCID 6587NitroethaneHCID 7164582Imidazo[1,2-a]pyridine-6-carbaldehyde

생성물 1

HCID 539155686-(2-Nitro-1-propenyl)imidazo[1,2-a]pyridine수율 11.9%

시약·촉매·용매 2

HCID 8007Butylamine촉매HCID 702Ethanol용매

실험 절차

In 40 ml of ethanol, 6.9 g of 6-imidazo[1,2-a]pyridinecarbaldehyde was stirred under reflux for 14 hours, together with 10.6 g of nitroethane and 30 drops of n-butyl amine. Then, a small quantity of ethyl amine was added thereto and the mixture was stirred under reflux for further 18 hours. After insoluble matters were removed by filtration upon heating, 50 ml of ethanol and 150 ml of ether were further added to remove insoluble matters by filtration. The solvent was removed by distillation under reduced pressure and the residue was recrystallized twice from ethanol to obtain 1.14 g of 6-(2-nitro-1-propenyl)imidazo[1,2-a]pyridine.

후처리

  1. temperatureunder reflux for further 18 hours
  2. customAfter insoluble matters were removed by filtration
  3. temperatureupon heating
  4. addition50 ml of ethanol and 150 ml of ether were further added
  5. customto remove insoluble matters
  6. filtrationby filtration
  7. customThe solvent was removed by distillation under reduced pressure
  8. customthe residue was recrystallized twice from ethanol

출처 및 근거

ORD 기록
ord-8a9534cb3d594672809d311345e469c8
출처 데이터셋
uspto-grants-1989_02
특허 번호
US04803276

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