1-Propanol → Mono-2-[2-(4-dibenzo[b,f][1,4]thiazepin-11-yl)piperazinium-1-yl]ethoxy)ethanol trans-butenedioate

HRID 2244554노트

반응식

HRID 2244554 반응식
Cl.[N:2]1([C:8]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[S:12][C:11]3[CH:19]=[CH:20][CH:21]=[CH:22][C:10]=3[N:9]=2)[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[C:23](=[O:26])([O-:25])[O-:24].[Na+].[Na+].Cl[CH2:30][CH2:31][O:32][CH:33]([OH:35])[CH3:34].C(O)CC>[I-].[Na+].C(OCC)(=O)C.CN1CCCC1=O>[C:33]([OH:35])(=[O:32])/[CH:34]=[CH:3]/[C:23]([OH:25])=[O:26].[OH:24][CH2:30][CH2:31][O:32][CH2:33][CH2:34][N:5]1[CH2:4][CH2:3][N:2]([C:8]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[S:12][C:11]3[CH:19]=[CH:20][CH:21]=[CH:22][C:10]=3[N:9]=2)[CH2:7][CH2:6]1

참가 물질

8

반응물 4

HCID 10311-PropanolHCID 10340Sodium CarbonateHCID 162023916-Piperazin-1-ylbenzo[b][1,4]benzothiazepine;hydrochlorideHCID 221454452-Chloroethoxyethanol

생성물 1

HCID 6918224Mono-2-[2-(4-dibenzo[b,f][1,4]thiazepin-11-yl)piperazinium-1-yl]ethoxy)ethanol trans-butenedioate수율 115.3%

시약·촉매·용매 3

HCID 5238Sodium Iodide촉매HCID 8857Ethyl Acetate용매HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

11-piperazinyl-dibenzo[b,f][1,4]thiazepine hydrochloride (40 g) obtained in step c), sodium carbonate (69.3 g), sodium iodide (0.65 g), and 2-chloroethoxyethanol (14.7 g) were added to a solution of n-propyl alcohol (260 ml) and N-methylpyrrolidone (65 ml), and reflux was conducted for 24 hours. Ethyl acetate (327 ml) was added thereto, washing was conducted using water (2×1000 ml), an organic layer was separated to be dried with magnesium sulfate, and a solvent was removed at reduced pressure, thereby oil was created. The resulting oil was completely dissolved in ethanol, and fumaric acid (7.1 g) was added thereto, to produce 11-[4-[2-(hydroxyethoxy)ethyl]-1-piperazinyl]-dibenzo[b,f][1,4]thiazepine fumarate (34 g).

후처리

  1. temperaturereflux
  2. washwashing
  3. customan organic layer was separated
  4. dry with materialto be dried with magnesium sulfate
  5. customa solvent was removed at reduced pressure
  6. dissolutionThe resulting oil was completely dissolved in ethanol
  7. additionfumaric acid (7.1 g) was added

출처 및 근거

ORD 기록
ord-304e9613a1bb457c9046b0214da8909f
출처 데이터셋
uspto-grants-2010_03
특허 번호
US07678902B2

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