Dimethylformamide dimethyl acetal → 1-(2,6-Dichloro-4-trifluoromethylphenyl)-5-dimethylaminomethylideneamino-3-(1,2,4-oxadiazol-3-yl)-4-trifluoromethylsulfinylpyrazole

HRID 429262노트

반응식

HRID 429262 반응식
[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[C:4]([C:19]2[N:23]=[CH:22][O:21][N:20]=2)[C:3]=1[S:24]([C:26]([F:29])([F:28])[F:27])=[O:25].CO[CH:32](OC)[N:33]([CH3:35])[CH3:34]>C1(C)C=CC=CC=1>[Cl:18][C:8]1[CH:9]=[C:10]([C:14]([F:16])([F:17])[F:15])[CH:11]=[C:12]([Cl:13])[C:7]=1[N:6]1[C:2]([N:1]=[CH:32][N:33]([CH3:35])[CH3:34])=[C:3]([S:24]([C:26]([F:29])([F:28])[F:27])=[O:25])[C:4]([C:19]2[N:23]=[CH:22][O:21][N:20]=2)=[N:5]1

참가 물질

4

반응물 2

HCID 78373Dimethylformamide dimethyl acetalHCID 183547715-Amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-(1,2,4-oxadiazol-3-yl)-4-trifluoromethylsulfinylpyrazole

생성물 1

HCID 570674471-(2,6-Dichloro-4-trifluoromethylphenyl)-5-dimethylaminomethylideneamino-3-(1,2,4-oxadiazol-3-yl)-4-trifluoromethylsulfinylpyrazole수율 62.5%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

5-Amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-(1,2,4-oxadiazol-3-yl)-4-trifluoromethylsulfinylpyraz ole (500 mg, 1.04 mmol) and N,N-dimethylformamide dimethylacetal (90%) (280 mg, 2.12 mmol) were suspended in 20 ml of dry toluene. The resulting suspension was stirred with heating under reflux for 5 hours. The reaction mixture was cooled to room temperature and then concentrated under reduced pressure. The residue was dissolved in 50 ml of toluene and then concentrated again under reduced pressure. The resulting concentrated residue was purified by subjecting to silica gel preparative TLC [developing solvent: mixed solvent of hexane and ethyl acetate (volume ratio=3:1)] to obtain 350 mg (0.65 mmol) of the title compound as a colorless crystal. Yield 62.5%.

후처리

  1. temperaturewith heating
  2. temperatureunder reflux for 5 hours
  3. concentrationconcentrated under reduced pressure
  4. dissolutionThe residue was dissolved in 50 ml of toluene
  5. concentrationconcentrated again under reduced pressure
  6. customThe resulting concentrated residue was purified
  7. additionby subjecting to silica gel preparative TLC [developing solvent: mixed solvent of hexane and ethyl acetate (volume ratio=3:1)]

출처 및 근거

ORD 기록
ord-341baba2ea4a441a8f93575ea472e991
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06316477B1

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