Dimethylformamide → {2,3-Dibromo-5-(p-chlorophenyl)-4-[(trifluoromethyl)sulfonyl]pyrrol-1-yl]methyl dimethyldithiocarbamate

HRID 375182노트

반응식

HRID 375182 반응식
[Br:1][C:2]1[N:3]([CH2:22]Cl)[C:4]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)=[C:5]([S:8]([C:11]([F:14])([F:13])[F:12])(=[O:10])=[O:9])[C:6]=1[Br:7].[OH-].[Na+].O.O.[CH3:28][N:29]([CH3:33])[C:30](=[S:32])[S-:31].[Na+].CN(C)C=O>O>[CH3:28][N:29]([CH3:33])[C:30](=[S:31])[S:32][CH2:22][N:3]1[C:4]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)=[C:5]([S:8]([C:11]([F:14])([F:13])[F:12])(=[O:10])=[O:9])[C:6]([Br:7])=[C:2]1[Br:1]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 14798Sodium HydroxideHCID 152784222,3-Dibromo-1-(chloromethyl)-5-(p-chlorophenyl)-4-[(trifluoromethyl)sulfonyl]pyrroleHCID 23693613Sodium dimethyldithiocarbamate dihydrate

생성물 1

HCID 18930410{2,3-Dibromo-5-(p-chlorophenyl)-4-[(trifluoromethyl)sulfonyl]pyrrol-1-yl]methyl dimethyldithiocarbamate수율 31.7%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

2,3-Dibromo-1-(chloromethyl)-5-(p-chlorophenyl)-4-[(trifluoromethyl)sulfonyl]pyrrole (1.0 g, 0.00194 mol) is added to a mixture of sodium hydroxide (0,084 g, 0.0021 mol), sodium dimethyldithiocarbamate dihydrate (0.376 g, 0.0021 mol) and dimethylformamide. The reaction mixture is stirred for six hours at room temperature, poured into water and extracted with ethyl acetate. The combined organic extracts are washed with water and brine, dried over anhydrous sodium sulfate and concentrated in vacuo to obtain a yellow gum. The gum is stirred with hexanes overnight and filtered to give the title product as a white solid (0.37 g, mp 185°-187° C.) which is identified by 1HNMR and 19FNMR spectral analyses.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe combined organic extracts are washed with water and brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customto obtain a yellow gum
  6. filtrationfiltered

출처 및 근거

ORD 기록
ord-e0be42c2227a4090b2ac8c1e581f7533
출처 데이터셋
uspto-grants-1996_01
특허 번호
US05484807

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