Sodium Iodide → N-methyl-2-{2-[2-(4-phenylpiperazin-1-yl)ethyloxy]phenyl}thiazolidine-3-carboxamide

HRID 1789348노트

반응식

HRID 1789348 반응식
[CH3:1][NH:2][C:3]([N:5]1[CH2:9][CH2:8][S:7][CH:6]1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[O:16][CH2:17][CH2:18]Cl)=[O:4].[C:20]1([N:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>CN(C)C=O>[CH3:1][NH:2][C:3]([N:5]1[CH2:9][CH2:8][S:7][CH:6]1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[O:16][CH2:17][CH2:18][N:29]1[CH2:30][CH2:31][N:26]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:27][CH2:28]1)=[O:4]

참가 물질

6

반응물 4

HCID 5238Sodium IodideHCID 70961-PhenylpiperazineHCID 11430Potassium CarbonateHCID 13814329N-methyl-2-{2-(2-chloroethyloxy)phenyl]thiazolidine-3-carboxamide

생성물 1

HCID 13767927N-methyl-2-{2-[2-(4-phenylpiperazin-1-yl)ethyloxy]phenyl}thiazolidine-3-carboxamide수율 58%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
90 °C

실험 절차

A mixture of 1.81 g of N-methyl-2-{2-(2-chloroethyloxy)phenyl]thiazolidine-3-carboxamide, 0.97 g of N-phenylpiperazine, 0.83 g of potassium carbonate, 0.90 g of sodium iodide and 25 ml of dimethylformamide is stirred at 90° C. for 18 hours. The mixture is concentrated under reduced pressure to remove solvent. Water is added to the residue, and the aqueous mixture is extracted with ethyl acetate. The extract is washed with water, dried and then concentrated under reduced pressure to remove solvent. The residue is crystallized with isopropyl ether, and the crystals are recrystallized from a mixture of ethyl acetate and n-hexane. 1.48 g of N-methyl-2-{2-[2-(4-phenylpiperazin-1-yl)ethyloxy]phenyl}thiazolidine-3-carboxamide are obtained. Yield: 57.8%

후처리

  1. concentrationThe mixture is concentrated under reduced pressure
  2. customto remove solvent
  3. additionWater is added to the residue
  4. extractionthe aqueous mixture is extracted with ethyl acetate
  5. washThe extract is washed with water
  6. customdried
  7. concentrationconcentrated under reduced pressure
  8. customto remove solvent
  9. customThe residue is crystallized with isopropyl ether
  10. customthe crystals are recrystallized from a mixture of ethyl acetate and n-hexane

출처 및 근거

ORD 기록
ord-f623d20928e343859a3d62540c8f1e03
출처 데이터셋
uspto-grants-1987_08
특허 번호
US04689327

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