Methanesulfenyl chloride, trifluoro- → 3-Acetyl-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-methylsulfinyl-5-trifluoromethylsulfenylaminopyrazole

HRID 2186116ノート

反応式

HRID 2186116 の反応式
[C:1]([C:4]1[C:8]([S:9]([CH3:11])=[O:10])=[C:7]([NH2:12])[N:6]([C:13]2[C:18]([Cl:19])=[CH:17][C:16]([C:20]([F:23])([F:22])[F:21])=[CH:15][C:14]=2[Cl:24])[N:5]=1)(=[O:3])[CH3:2].C(N(C(C)C)CC)(C)C.[F:34][C:35]([F:39])([F:38])[S:36]Cl>ClCCl>[C:1]([C:4]1[C:8]([S:9]([CH3:11])=[O:10])=[C:7]([NH:12][S:36][C:35]([F:39])([F:38])[F:34])[N:6]([C:13]2[C:14]([Cl:24])=[CH:15][C:16]([C:20]([F:22])([F:21])[F:23])=[CH:17][C:18]=2[Cl:19])[N:5]=1)(=[O:3])[CH3:2]

参加物

5

反応物 3

HCID 67900Methanesulfenyl chloride, trifluoro-HCID 81531DiisopropylethylamineHCID 11069398Acetoprole

生成物 1

HCID 224560043-Acetyl-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-methylsulfinyl-5-trifluoromethylsulfenylaminopyrazole

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
20 °C

実験手順

To a solution of 3-acetyl-5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-methylsulfinylpyrazole (3 g) in dichloromethane containing diisopropylethylamine (1.44 ml) was added trifluoromethylsulfenyl chloride (0.97 ml) at −30° C. The mixture was stirred (2 hours) and when at 20° C. purged with nitrogen. Water was added and the organic phase dried (sodium sulfate) and evaporated. The residue was purified by silica gel chromatography eluting with 25% ethyl acetate in hexane to give 3-acetyl-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-methylsulfinyl-5-trifluoromethylsulfenylaminopyrazole (Compound 10, 0.5 g), m.p. 67-102° C., mass spectral analysis M+/e=499.

後処理

  1. custompurged with nitrogen
  2. additionWater was added
  3. dry with materialthe organic phase dried (sodium sulfate)
  4. customevaporated
  5. customThe residue was purified by silica gel chromatography
  6. washeluting with 25% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-a3197e39ec6840798d5146c605515e72
出典データセット
uspto-grants-2002_06
特許番号
US06403628B1

反応ノート

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