Triethylamine → Z-N-[4-(1-(2-Methoxyphenyl)-4-piperazinyl)-2-butenyl]-1,2-benzisothiazole-3-carboxamide dihydrochloride

HRID 1885314노트

반응식

HRID 1885314 반응식
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([C:10]([Cl:12])=[O:11])=[N:2]1.[CH3:13][O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[N:21]1[CH2:26][CH2:25][N:24]([CH2:27]/[CH:28]=[CH:29]\[CH2:30][NH2:31])[CH2:23][CH2:22]1.C(N(CC)CC)C>ClCCl.O.C(=O)([O-])[O-].[Na+].[Na+]>[ClH:12].[ClH:12].[CH3:13][O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[N:21]1[CH2:22][CH2:23][N:24]([CH2:27]/[CH:28]=[CH:29]\[CH2:30][NH:31][C:10]([C:3]2[C:4]3[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=3[S:1][N:2]=2)=[O:11])[CH2:25][CH2:26]1

참가 물질

7

반응물 3

HCID 8471TriethylamineHCID 15639471Benzo[d]isothiazole-3-carbonyl chlorideHCID 67754896Z-1-(2-methoxyphenyl)-4-(4-amino-2-butenyl)piperazine

생성물 1

HCID 67754721Z-N-[4-(1-(2-Methoxyphenyl)-4-piperazinyl)-2-butenyl]-1,2-benzisothiazole-3-carboxamide dihydrochloride수율 104.1%

시약·촉매·용매 3

HCID 962Water용매HCID 6344Dichloromethane용매HCID 10340Sodium Carbonate용매

실험 절차

A mixture of 1,2-benzisothiazole-3-carboxylic acid chloride (1.77 g) and Z-1-(2-methoxyphenyl)-4-(4-amino-2-butenyl)piperazine (2.34 g) in dichloromethane (100 ml) was stirred while triethylamine (2.51 ml) was added dropwise. Stirring was continued overnight. After 24 hr, the reaction mixture was diluted with water and saturated aqueous sodium carbonate solution and extracted with dichloromethane. The organic phase was washed with water, dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated in vacuo. The residue was taken up in dichloromethane/ether and hydrogen chloride in ether was added. The precipitate was recrystallized from methanol/dichloromethane/ether to provide 2.31 g (51.7%) of product, mp 184-187.

후처리

  1. additionwas added dropwise
  2. waitAfter 24 hr
  3. extractionextracted with dichloromethane
  4. washThe organic phase was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationthe filtrate was concentrated in vacuo
  8. additionhydrogen chloride in ether was added
  9. customThe precipitate was recrystallized from methanol/dichloromethane/ether

출처 및 근거

ORD 기록
ord-d9848ec88ed449d4aa40d2aaab62b48d
출처 데이터셋
uspto-grants-1992_09
특허 번호
US05143923

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