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

HRID 2186116노트

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HRID 2186116 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
20 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a3197e39ec6840798d5146c605515e72
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06403628B1

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