Water → Bis{5-Amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-(1,2,4-oxadiazol-3-yl)pyrazol-4-yl}disulfide

HRID 429251ノート

反応式

HRID 429251 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#N.[BH4-].[Na+].[OH2:29]>CO>[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:16])([F:17])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[C:4]([C:19]2[N:23]=[CH:22][O:29][N:20]=2)[C:3]=1[S:24][S:24][C:3]1[C:4]([C:19]2[N:23]=[CH:22][O:21][N:20]=2)=[N:5][N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:16])([F:15])[F:17])=[CH:9][C:8]=2[Cl:18])[C:2]=1[NH2:1]

参加物

5

反応物 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 155403545-Amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-(1,2,4-oxadiazol-3-yl)-4-thiocyanato pyrazole

生成物 1

HCID 18354787Bis{5-Amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-(1,2,4-oxadiazol-3-yl)pyrazol-4-yl}disulfide収率 55%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
0 °C

実験手順

5-Amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-(1,2,4-oxadiazol-3-yl)-4-thiocyanatopyrazole 1.00 g (2.37 mmol) was dissolved in 20 ml of dry methanol, and then 210 mg (5.00 mmol) of 90% sodium borohydride was added at 0° C. After the mixture was was stirred at 0° C. for 3.5 hrs, the reaction mixture was poured into 80 ml iced water, and then the precipitate was collected by filtration. After drying in vacuo, the resulting yellow crystal was recrystalized from ethyl acetate-n-hexane mixed solvent to obtain 512 mg (0.65 mmol) of the title compound as a yellow crystal. Yield 55%.

後処理

  1. filtrationthe precipitate was collected by filtration
  2. customAfter drying in vacuo
  3. customthe resulting yellow crystal was recrystalized from ethyl acetate-n-hexane mixed solvent

出典と根拠

ORDレコード
ord-2d6dc178cc0749db85c97e55976d0047
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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