1,8-Diazabicyclo(5.4.0)undec-7-ene → 4-(2-Chlorophenyl)-2-ethyl-5-nitrothieno[2,3-b]pyridine

HRID 1657226노트

반응식

HRID 1657226 반응식
C1CCN2C(=NCCC2)CC1.[Cl:12][C:13]1[CH:33]=[CH:32][CH:31]=[CH:30][C:14]=1[C:15]([C:17]1[CH:21]=[C:20]([CH2:22][CH3:23])[S:19][C:18]=1[NH:24][CH:25]=[CH:26][N+:27]([O-:29])=[O:28])=O>C1C=CC=CC=1>[Cl:12][C:13]1[CH:33]=[CH:32][CH:31]=[CH:30][C:14]=1[C:15]1[C:26]([N+:27]([O-:29])=[O:28])=[CH:25][N:24]=[C:18]2[S:19][C:20]([CH2:22][CH3:23])=[CH:21][C:17]=12

참가 물질

4

반응물 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 677573983-(2-Chlorobenzoyl)-2-(2-nitroethenylamino)-5-ethylthiophene

생성물 1

HCID 197871684-(2-Chlorophenyl)-2-ethyl-5-nitrothieno[2,3-b]pyridine수율 89.1%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

To a solution of DBU (5.1 g) in benzene (50 ml) was added dropwise a solution of 3-(2-chlorobenzoyl)-2-(2-nitroethenylamino)-5-ethylthiophene (5.1 g) in dioxanebenzene (1:1, 30 ml) over one hour with stirring under reflux. After refluxing for additional one hour, the mixture was washed with water and dried over MgSO4. The solvent was distilled off and to the residue was added isopropyl ether to obtain 4-(2-chlorophenyl)-2-ethyl-5-nitrothieno[2,3-b]pyridine as crystals (4.3 g, 89.0%). The crystals were recrystallized from isopropyl ether to obtain pale yellow prisms, mp: 72°-73° C.

후처리

  1. temperatureunder reflux
  2. temperatureAfter refluxing for additional one hour
  3. washthe mixture was washed with water
  4. dry with materialdried over MgSO4
  5. distillationThe solvent was distilled off and to the residue
  6. additionwas added isopropyl ether

출처 및 근거

ORD 기록
ord-e467d8e8a43f46cd858969154d73df85
출처 데이터셋
uspto-grants-1993_10
특허 번호
US05256782

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