Diltiazem → cis-3-(Acetyloxy)-2,3,4,5-tetrahydro-2-(4-methoxyphenyl)-N-[2-(3,5-dimethoxyphenyl)ethyl]-N,N-dimethyl-4-oxo-1,5-benzothiazepine-5-ethanaminium iodide

HRID 568784노트

반응식

HRID 568784 반응식
[CH3:1][C:2]([O:4][C@H:5]1[C:15](=[O:16])[N:14]([CH2:17][CH2:18][N:19]([CH3:21])[CH3:20])[C:13]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[S:7][C@H:6]1[C:22]1[CH:23]=[CH:24][C:25]([O:28][CH3:29])=[CH:26][CH:27]=1)=[O:3].[CH3:30][O:31][C:32]1[CH:33]=[C:34]([CH:38]=[C:39]([O:41][CH3:42])[CH:40]=1)[CH2:35][CH2:36][I:37]>CCOC(C)=O>[I-:37].[C:2]([O:4][C@H:5]1[C:15](=[O:16])[N:14]([CH2:17][CH2:18][N+:19]([CH2:36][CH2:35][C:34]2[CH:38]=[C:39]([O:41][CH3:42])[CH:40]=[C:32]([O:31][CH3:30])[CH:33]=2)([CH3:21])[CH3:20])[C:13]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[S:7][C@H:6]1[C:22]1[CH:23]=[CH:24][C:25]([O:28][CH3:29])=[CH:26][CH:27]=1)(=[O:3])[CH3:1]

참가 물질

4

반응물 2

HCID 39186DiltiazemHCID 126839771-(2-Iodoethyl)-3,5-dimethoxybenzene

생성물 1

HCID 67937049cis-3-(Acetyloxy)-2,3,4,5-tetrahydro-2-(4-methoxyphenyl)-N-[2-(3,5-dimethoxyphenyl)ethyl]-N,N-dimethyl-4-oxo-1,5-benzothiazepine-5-ethanaminium iodide수율 63.7%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

반응 조건

온도
50 °C

실험 절차

To a flask under nitrogen was added 5.0 g (0.0121 mole) of diltiazem, 3.52 g (0.0121 mole) of 3,5-dimethoxyphenethyl iodide, and 20 ml of EtOAc. The reaction mixture was heated at 50° C. for 24 hr then at 75° C. for 97 hr. The reaction was cooled to RT, the solvent decanted, and the oily residue washed three times with EtOAc. The oily residue was dissolved in methylene chloride, washed with water and dried over MgSO4. The solvent was evaporated to give 5.45 g of a mixture of the title product and diltiazem hydroiodide as a tan foam.

후처리

  1. temperatureThe reaction was cooled to RT
  2. customthe solvent decanted
  3. washthe oily residue washed three times with EtOAc
  4. dissolutionThe oily residue was dissolved in methylene chloride
  5. washwashed with water
  6. dry with materialdried over MgSO4
  7. customThe solvent was evaporated

출처 및 근거

ORD 기록
ord-5867a41daf9544d99acdef383e874dc3
출처 데이터셋
uspto-grants-1988_03
특허 번호
US04729994

반응 노트

불러오는 중…