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O-(3,5-Dichlorophenyl)hydroxylamine → 2,4-Di[(1,1-dimethylethyl)carbonylamino]-6-(3,5-dichlorophenoxyimino)-5,6,7,8-tetrahydroquinazoline

HRID 727204
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HRID 727204 반응식
[CH3:1][C:2]([C:5]([NH:7][C:8]1[N:17]=[C:16]([NH:18][C:19]([C:21]([CH3:24])([CH3:23])[CH3:22])=[O:20])[C:15]2[CH2:14][C:13](=O)[CH2:12][CH2:11][C:10]=2[N:9]=1)=[O:6])([CH3:4])[CH3:3].[Cl:26][C:27]1[CH:28]=[C:29]([O:34][NH2:35])[CH:30]=[C:31]([Cl:33])[CH:32]=1>C(O)C>[CH3:4][C:2]([C:5]([NH:7][C:8]1[N:17]=[C:16]([NH:18][C:19]([C:21]([CH3:24])([CH3:23])[CH3:22])=[O:20])[C:15]2[CH2:14][C:13](=[N:35][O:34][C:29]3[CH:28]=[C:27]([Cl:26])[CH:32]=[C:31]([Cl:33])[CH:30]=3)[CH2:12][CH2:11][C:10]=2[N:9]=1)=[O:6])([CH3:1])[CH3:3]
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참가 물질

4

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HCID 11736040O-(3,5-Dichlorophenyl)hydroxylamineHCID 197051902,4-Di[(1,1-dimethylethyl)carbonylamino]-5,6,7,8-tetrahydro-6-quinazolinone

생성물 1

HCID 536722812,4-Di[(1,1-dimethylethyl)carbonylamino]-6-(3,5-dichlorophenoxyimino)-5,6,7,8-tetrahydroquinazoline

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

A solution of 3.5 grams (0.010 mole) of 2,4-di[(1,1-dimethylethyl)carbonylamino]-5,6,7,8-tetrahydro-6-quinazolinone (prepared in Step C of this Example) in 30 mL of ethanol is stirred, and a solution of 2.1 grams (0.012 mole) of O-(3,5-dichlorophenyl)hydroxylamine in 15 mL of ethanol is added dropwise. Upon completion of addition, the reaction mixture is heated to reflux, where it is stirred for about four hours. After this time the reaction mixture is cooled and concentrated under reduced pressure to a residue. The residue is dissolved in diethyl ether and washed with two portions of an aqueous solution saturated with sodium chloride. The organic layer is dried with sodium sulfate and filtered. The filtrate is concentrated under reduced pressure, yielding 2,4-di[(1,1-dimethylethyl)carbonylamino]-6-(3,5-dichlorophenoxyimino)-5,6,7,8-tetrahydroquinazoline.

후처리

  1. additionUpon completion of addition
  2. temperaturethe reaction mixture is heated
  3. temperatureto reflux
  4. stirringwhere it is stirred for about four hours
  5. temperatureAfter this time the reaction mixture is cooled
  6. concentrationconcentrated under reduced pressure to a residue
  7. dissolutionThe residue is dissolved in diethyl ether
  8. washwashed with two portions of an aqueous solution saturated with sodium chloride
  9. dry with materialThe organic layer is dried with sodium sulfate
  10. filtrationfiltered
  11. concentrationThe filtrate is concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-5285cf73eb0b495799b7a3e8ba673688
출처 데이터셋
uspto-grants-1998_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05712281

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