Potassium Carbonate → 1-Oxo-2,3-dihydro-1H-indene-4-carboximidamide hydrochloride

HRID 1684330노트

반응식

HRID 1684330 반응식
F[B-](F)(F)F.C([O+](CC)CC)C.[C:13]([C:16]1[CH:24]=[CH:23][CH:22]=[C:21]2[C:17]=1[CH2:18][CH2:19][C:20]2=[O:25])(=S)[NH2:14].C(=O)([O-])[O-].[K+].[K+].[Cl-:32].[NH4+:33]>C(Cl)Cl.O>[ClH:32].[C:13]([C:16]1[CH:24]=[CH:23][CH:22]=[C:21]2[C:17]=1[CH2:18][CH2:19][C:20]2=[O:25])(=[NH:33])[NH2:14]

참가 물질

7

반응물 4

HCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 2723982Triethyloxonium tetrafluoroborateHCID 14950598HCID 14950598, 화합물

생성물 1

HCID 189379431-Oxo-2,3-dihydro-1H-indene-4-carboximidamide hydrochloride

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

10.8 g (54 mmol) of triethyloxonium tetrafluoroborate are added at room temperature under argon to a solution of 9.8 g (51.3 mmol) of 4-thiocarbamoyl-1-indanone in 500 ml of absolute methylene chloride. After 16 hours a mixture of 4.2 g of potassium carbonate and 4.2 ml of water is added to the reaction solution. The mixture is then stirred briefly and filtered, and the filtrate is washed with water. The organic phase is dried over magnesium sulfate, filtered and concentrated by evaporation. The resulting crude ethylthioimino ether is dissolved in 160 ml of absolute ethanol: 3.3 g (60 mmol) of ammonium chloride are added and the mixture is heated at reflux for 20 hours. After cooling, the reaction mixture is concentrated to dryness by evaporation. Starting compound (b) is purified by chromatogaphy on 1000 ml of Amberlite® ER-180 resin (water as eluant) and recrystallised from ethanol/ether, m.p. 215°-218° (decomp.).

후처리

  1. additionis added to the reaction solution
  2. filtrationfiltered
  3. washthe filtrate is washed with water
  4. dry with materialThe organic phase is dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated by evaporation
  7. dissolutionThe resulting crude ethylthioimino ether is dissolved in 160 ml of absolute ethanol
  8. temperaturethe mixture is heated
  9. temperatureat reflux for 20 hours
  10. temperatureAfter cooling
  11. concentrationthe reaction mixture is concentrated to dryness by evaporation
  12. customStarting compound (b) is purified by chromatogaphy on 1000 ml of Amberlite®
  13. customresin (water as eluant) and recrystallised from ethanol/ether, m.p. 215°-218° (decomp.)

출처 및 근거

ORD 기록
ord-f2480298dc434ffc9936466ee7ad10e7
출처 데이터셋
uspto-grants-1997_06
특허 번호
US05639911

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