Water → 5-(4-chloro-2-hydroxymethylphenylthio)-N-methyl-2-nitroaniline

HRID 1081881노트

반응식

HRID 1081881 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[C:4]([CH2:9][OH:10])[CH:3]=1.F[C:12]1[CH:13]=[CH:14][C:15]([N+:20]([O-:22])=[O:21])=[C:16]([CH:19]=1)[NH:17][CH3:18].C([O-])([O-])=O.[K+].[K+].O>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:12]2[CH:13]=[CH:14][C:15]([N+:20]([O-:22])=[O:21])=[C:16]([CH:19]=2)[NH:17][CH3:18])=[C:4]([CH2:9][OH:10])[CH:3]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 133126194-Chloro-2-(hydroxymethyl)thiophenolHCID 229057745-fluoro-N-methyl-2-nitroaniline

생성물 1

HCID 233631425-(4-chloro-2-hydroxymethylphenylthio)-N-methyl-2-nitroaniline수율 87.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

The solution of 4-chloro-2-(hydroxymethyl)thiophenol (1.0 g) from Example 16, 5-fluoro-N-methyl-2-nitroaniline (1.0 g) and K2CO3 (0.81 g) in DMF (20 ml) was heated at 90° C. for 15 minutes. After leaving the solution to stand at room temperature, water was added to the solution prior to extraction in ethyl acetate. The organic layer was washed with saturated sodium chloride solution, and dried over anhydrous sodium sulfate. After removal of the solvent under reduced pressure, the residue was purified by chromatography on a silica gel column (methylene chloride) to give the title compound (1.62 g; 85%).

후처리

  1. customAfter leaving the solution
  2. customto stand at room temperature
  3. extractionto extraction in ethyl acetate
  4. washThe organic layer was washed with saturated sodium chloride solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. customAfter removal of the solvent under reduced pressure
  7. customthe residue was purified by chromatography on a silica gel column (methylene chloride)

출처 및 근거

ORD 기록
ord-a3415ebc969543aeaaf8fe816c1600b1
출처 데이터셋
uspto-grants-1996_12
특허 번호
US05587392

반응 노트

불러오는 중…