Potassium Iodide → 4-(4-Methoxy-3,5-dimethylphenyl)-1-[(4-methylphenyl)sulfonyl]piperazine

HRID 266065

반응식

HRID 266065 반응식
Cl.[CH3:2][O:3][C:4]1[C:9]([CH3:10])=[CH:8][C:7]([NH2:11])=[CH:6][C:5]=1[CH3:12].Cl[CH2:14][CH2:15][N:16]([CH2:27][CH2:28]Cl)[S:17]([C:20]1[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][CH:21]=1)(=[O:19])=[O:18].C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+].C1(O)CCCCC1>O>[CH3:2][O:3][C:4]1[C:5]([CH3:12])=[CH:6][C:7]([N:11]2[CH2:28][CH2:27][N:16]([S:17]([C:20]3[CH:21]=[CH:22][C:23]([CH3:26])=[CH:24][CH:25]=3)(=[O:19])=[O:18])[CH2:15][CH2:14]2)=[CH:8][C:9]=1[CH3:10]

참가 물질

7

반응물 5

HCID 4875Potassium IodideHCID 7966CyclohexanolHCID 10340Sodium CarbonateHCID 96039N,N-bis(2-chloroethyl)-p-toluenesulphonamideHCID 190323804-Methoxy-3,5-dimethylaniline HCl

생성물 1

HCID 190323874-(4-Methoxy-3,5-dimethylphenyl)-1-[(4-methylphenyl)sulfonyl]piperazine수율 50.4%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 10 g of 4-methoxy-3,5-dimethylbenzenamine hydrochloride, 19.9 g of N,N-bis(2-chloroethyl)-4-methylbenzenesulfonamide, 16.8 g of sodium carbonate, 0.5 g of potassium iodide and 100 ml of cyclohexanol was stirred overnight at 150°-160° C. After cooling, the reaction mixture was poured into water. The product was extracted with dichloromethane. The extract was washed with water, dried, filtered and evaporated. The residue was purified by column-chromatography over silica gel using trichloromethane as eluent. The pure fractions were collected and the solvent was evaporated. The residue was crystallized from 1-butanol, yielding 10 g (50.4%) of 4-(4-methoxy-3,5-dimethylphenyl)-1-[(4-methylphenyl)sulfonyl]piperazine; mp. 174.2° C. (interm. 42).

후처리

  1. temperatureAfter cooling
  2. extractionThe product was extracted with dichloromethane
  3. washThe extract was washed with water
  4. customdried
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue was purified by column-chromatography over silica gel
  8. customThe pure fractions were collected
  9. customthe solvent was evaporated
  10. customThe residue was crystallized from 1-butanol

출처 및 근거

ORD 기록
ord-defd8b78b9dd4aa5ae0b400304ec643c
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05650411

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