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

HRID 429262ノート

反応式

HRID 429262 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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%.

後処理

  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)]

出典と根拠

ORDレコード
ord-341baba2ea4a441a8f93575ea472e991
出典データセット
uspto-grants-2001_11
特許番号
US06316477B1

反応ノート

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