Sodium hydride → 2-(3,4-Dimethoxyphenyl)-4-(4-methylpiperazinylmethyl)thiazole

HRID 263581

반응식

HRID 263581 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[S:12][CH:13]=[C:14]([CH2:16]Cl)[N:15]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[CH3:18][N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1.[H-].[Na+]>CN(C)C=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[S:12][CH:13]=[C:14]([CH2:16][N:22]3[CH2:23][CH2:24][N:19]([CH3:18])[CH2:20][CH2:21]3)[N:15]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 531671-MethylpiperazineHCID 20793964-(Chloromethyl)-2-(3,4-dimethoxyphenyl)-1,3-thiazole

생성물 1

HCID 187072282-(3,4-Dimethoxyphenyl)-4-(4-methylpiperazinylmethyl)thiazole수율 77.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

In 10 ml of dimethylformamide were dissolved 860 mg of 2-(3,4-dimethoxyphenyl)-4-chloromethylthiazole and 320 mg of N-methylpiperazine. Thereto was added 130 mg of sodium hydride. The mixture was stirred at room temperature for 14 hours. The solvent was removed by distillation. The residue was extracted with chloroform. The extract was water-washed, dried and subjected to distillation to remove the solvent. The residue was dissolved in ethanol. To the solution was added ethanol saturated with hydrogen chloride gas, and the mixture was allowed to stand. The resulting crystals were collected by filtration, washed with a small amount of ethanol, dried and recrystallized from ethanol to obtain 820 mg of 2-(3,4-dimethoxyphenyl)-4-(4-methylpiperazinylmethyl)thiazole.

후처리

  1. customThe solvent was removed by distillation
  2. extractionThe residue was extracted with chloroform
  3. washwashed
  4. customdried
  5. distillationsubjected to distillation
  6. customto remove the solvent
  7. dissolutionThe residue was dissolved in ethanol
  8. additionTo the solution was added ethanol saturated with hydrogen chloride gas
  9. filtrationThe resulting crystals were collected by filtration
  10. washwashed with a small amount of ethanol
  11. customdried
  12. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-069ce267e0d446c0b20f6d908b9a39d9
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05643932

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