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1-Methylpiperazine → 3-Fluoro-8-isopropyl-10-(4-methylpiperazino)-10,11-dihydrodibenzo(b,f)thiepin

HRID 1389286
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HRID 1389286 반응식
FC1C=CC2CC(=O)C3C=C(C(C)C)C=CC=3SC=2C=1.CN1CCNCC1.C(O)(=O)/C=C\C(O)=O.C([O-])(=O)/C=C\C([O-])=O.[F:44][C:45]1[CH:46]=[CH:47][C:48]2[CH:54]=[C:53]([N:55]3[CH2:60][CH2:59][N:58]([CH3:61])[CH2:57][CH2:56]3)[C:52]3[CH:62]=[C:63]([CH:66]([CH3:68])[CH3:67])[CH:64]=[CH:65][C:51]=3[S:50][C:49]=2[CH:69]=1>C1C=CC=CC=1.C(O)C.[Ti](Cl)(Cl)(Cl)Cl.CCOCC.O>[F:44][C:45]1[CH:46]=[CH:47][C:48]2[CH2:54][CH:53]([N:55]3[CH2:56][CH2:57][N:58]([CH3:61])[CH2:59][CH2:60]3)[C:52]3[CH:62]=[C:63]([CH:66]([CH3:67])[CH3:68])[CH:64]=[CH:65][C:51]=3[S:50][C:49]=2[CH:69]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

11

반응물 5

HCID 531671-MethylpiperazineHCID 444266Maleic AcidHCID 8263943-fluoro-8-isopropyldibenzo(b,f)thiepin-10(11H)-oneHCID 30541753-Fluoro-8-isopropyl-10-(4-methylpiperazino)dibenzo(b,f)thiepinHCID 5288227Maleate(2-)

생성물 1

HCID 30541663-Fluoro-8-isopropyl-10-(4-methylpiperazino)-10,11-dihydrodibenzo(b,f)thiepin

시약·촉매·용매 5

HCID 24193Titanium Tetrachloride촉매HCID 241Benzene용매3회HCID 702Ethanol용매HCID 962Water용매HCID 3283Diethyl Ether용매

실험 절차

A stirred solution of 8.0 g 3-fluoro-8-isopropyldibenzo(b,f)thiepin-10(11H)-one in 55 ml benzene is treated with a solution of 2.8 g titanium tetrachloride in 14 ml benzene added dropwise. 14 g of 1-methylpiperazine are then slowly added and the mixture refluxed for 16 hours. After cooling, it is decomposed with 80 ml water, added dropwise. 100 ml benzene are then added and the separated solid is filtered. The benzene layer of the filtrate is washed with water, dried with potassium carbonate and evaporated. There are obtained 9.2 g (89%) crude oily base which is neutralized with maleic acid in ethanol. Addition of ether separates the crystalline maleate of 3-fluoro-8-isopropyl-10-(4-methylpiperazino)dibenzo(b,f)thiepin melting at 183°-184° C. with decomposition (ethanol-ether).

후처리

  1. additionadded dropwise
  2. temperaturethe mixture refluxed for 16 hours
  3. temperatureAfter cooling
  4. additionadded dropwise
  5. filtrationthe separated solid is filtered
  6. washThe benzene layer of the filtrate is washed with water
  7. dry with materialdried with potassium carbonate
  8. customevaporated
  9. customThere are obtained 9.2 g (89%) crude oily base which

출처 및 근거

ORD 기록
ord-9185e63d697445ea99dfb04f0363baca
출처 데이터셋
uspto-grants-1981_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04243805

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