HCID 13768101, 화합물 → N-diethylphosphoryl-2-{2-[2-(4-(3-fluorophenyl)piperazin-1-yl)ethyloxy]phenyl}thiazolidine-3-carbothioamide

HRID 1789355노트

반응식

HRID 1789355 반응식
[CH2:1]([P:3]([N:7]=[C:8]=[S:9])([CH2:5][CH3:6])=[O:4])[CH3:2].[F:10][C:11]1[CH:12]=[C:13]([N:17]2[CH2:22][CH2:21][N:20]([CH2:23][CH2:24][O:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[CH:32]3[NH:36][CH2:35][CH2:34][S:33]3)[CH2:19][CH2:18]2)[CH:14]=[CH:15][CH:16]=1>CC(C)=O>[CH2:1]([P:3]([NH:7][C:8]([N:36]1[CH2:35][CH2:34][S:33][CH:32]1[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=1[O:25][CH2:24][CH2:23][N:20]1[CH2:19][CH2:18][N:17]([C:13]2[CH:14]=[CH:15][CH:16]=[C:11]([F:10])[CH:12]=2)[CH2:22][CH2:21]1)=[S:9])([CH2:5][CH3:6])=[O:4])[CH3:2]

참가 물질

4

반응물 2

HCID 13768101HCID 13768101, 화합물HCID 20188170Diethylphosphoryl isothiocyanate

생성물 1

HCID 14095401N-diethylphosphoryl-2-{2-[2-(4-(3-fluorophenyl)piperazin-1-yl)ethyloxy]phenyl}thiazolidine-3-carbothioamide수율 85.2%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

0.68 g of diethylphosphoryl isothiocyanate is added to a solution of 1.23 g of 2-{2-[2-(4-(3-fluorophenyl)piperazin-1-yl)ethyloxy]phenyl}thiazolidine in 20 ml of acetone, and the mixture is stirred for one day. The mixture is concentrated under reduced pressure to remove solvent. The residue is extracted with chloroform, and the extract is washed with a saturated sodium chloride solution, dried and concentrated under reduced pressure to remove solvent. The residue is purified by silica gel chromatography (solvent, chloroform:methanol=40:1), and the resultant product is recrystallized from ethyl acetate and ether. 1.49 g of N-diethylphosphoryl-2-{2-[2-(4-(3-fluorophenyl)piperazin-1-yl)ethyloxy]phenyl}thiazolidine-3-carbothioamide are obtained. Yield: 81%.

후처리

  1. concentrationThe mixture is concentrated under reduced pressure
  2. customto remove solvent
  3. extractionThe residue is extracted with chloroform
  4. washthe extract is washed with a saturated sodium chloride solution
  5. customdried
  6. concentrationconcentrated under reduced pressure
  7. customto remove solvent
  8. customThe residue is purified by silica gel chromatography (solvent, chloroform:methanol=40:1)
  9. customthe resultant product is recrystallized from ethyl acetate and ether

출처 및 근거

ORD 기록
ord-1bfbce77124b4ef7b75e6c9cc7cb718a
출처 데이터셋
uspto-grants-1987_08
특허 번호
US04689327

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