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Potassium Hydroxide → 4,5-Diacetyl-[1,4,5]-oxadiazepine

HRID 1817777
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HRID 1817777 반응식
[OH-].[K+].[C:3]([NH:6][NH:7][C:8](=[O:10])[CH3:9])(=[O:5])[CH3:4].[CH3:11][CH2:12][O:13][CH2:14][CH:15](Cl)Cl>CN(C)C=O>[C:3]([N:6]1[N:7]([C:8](=[O:10])[CH3:9])[CH:15]=[CH:14][O:13][CH:12]=[CH:11]1)(=[O:5])[CH3:4]
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참가 물질

5

반응물 3

HCID 14797Potassium HydroxideHCID 72884Acetic acid, 2-acetylhydrazideHCID 139875142,2-Dichlorodiethyl Ether

생성물 1

HCID 673358624,5-Diacetyl-[1,4,5]-oxadiazepine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

39.6 g of potassium hydroxide powder 85% (0.6 mol) are introduced into a mixture of 35 g of diacetylhydrazine (0.3 mol) and 560 ml of solvent (see Table 1). When the heat of reaction has died away, 85.8 g of 2,2-dichlorodiethyl ether (0.6 mol) are added; the reaction mixture is heated to 80° C. and maintained at 80-90° C. for 5 hours. The mixture is then cooled to 20° C. and filtered, and the filtration residue is washed with the solvent. The yield is given by the content of title compound in the combined filtrate. It will be seen that the solvents used according to the invention (tests 4-7) give far better yields of 4,5-diacetyl-[1,4,5]-oxadiazepine than N,N-dimethylformamide, which is known from the above prior art (DMFA, comparison test 8).

후처리

  1. temperatureWhen the heat of reaction
  2. temperaturemaintained at 80-90° C. for 5 hours
  3. temperatureThe mixture is then cooled to 20° C.
  4. filtrationfiltered
  5. washthe filtration residue is washed with the solvent
  6. customgive far better

출처 및 근거

ORD 기록
ord-49d7f6fdbc1545e7a7b36f289b6276b9
출처 데이터셋
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07598376B2

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