1,1-Dichloro-1-fluoromethanesulfenyl chloride → 1-(2,6-Dichloro-4-trifluoromethylphenyl)-2,5-dimethyl-3-(dichlorofluoromethylthio)pyrrole

HRID 1720461

反応式

HRID 1720461 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([Cl:12])[C:3]=1[N:13]1[C:17]([CH3:18])=[CH:16][CH:15]=[C:14]1[CH3:19].[Cl:20][C:21]([Cl:25])([F:24])[S:22]Cl>ClCCl>[Cl:12][C:4]1[CH:5]=[C:6]([C:8]([F:10])([F:11])[F:9])[CH:7]=[C:2]([Cl:1])[C:3]=1[N:13]1[C:14]([CH3:19])=[CH:15][C:16]([S:22][C:21]([Cl:25])([Cl:20])[F:24])=[C:17]1[CH3:18]

参加物

4

反応物 2

HCID 759261,1-Dichloro-1-fluoromethanesulfenyl chlorideHCID 224183221-(2,6-Dichloro-4-trifluoromethylphenyl)-2,5-dimethylpyrrole

生成物 1

HCID 224183281-(2,6-Dichloro-4-trifluoromethylphenyl)-2,5-dimethyl-3-(dichlorofluoromethylthio)pyrrole収率 90%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

To a cooled (0° C.) solution of 3.00 g (9.74 mmoles) of the 1-(2,6-dichloro-4-trifluoromethylphenyl)-2,5-dimethylpyrrole prepared above in 60 mL of dichloromethane was added dropwise 1.03 mL (1.67 g, 9.86 mmoles) of dichlorofluoromethanesulfenyl chloride in 5 mL of dichloromethane solution. The mixture was maintained at 0° C. for 3 hours and then washed with a saturated aqueous solution of NaHCO3. Removal of solvent under reduced pressure afforded a black off which was chromatographed on silica gel with a 1% EtOAc in hexane eluent to give 3.85 g (90%) of 1-(2,6-dichloro-4-trifluoromethylphenyl)-2,5-dimethyl-3-(dichlorofluoromethylthio)pyrrole as a yellow off: 1H NMR (CDCl3): δ2.00 (s, 3H), 2.10 (s, 3H), 6.27 (s, 1H), 7.80 (s, 2H).

後処理

  1. washwashed with a saturated aqueous solution of NaHCO3
  2. customRemoval of solvent under reduced pressure
  3. customafforded a black off which
  4. customwas chromatographed on silica gel with a 1% EtOAc in hexane eluent

出典と根拠

ORDレコード
ord-4823b68e3cc74b5e8fba5df2573b3a18
出典データセット
uspto-grants-1996_04
特許番号
US05506260

関連ノート

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