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Sulfuric acid magnesium salt (1:1) → 2-({2-[(5,6-dihydro-[1,4,2]dioxazin-3-yl)-methoxyimino-methyl]-benzylidene}-hydrazono)-1-phenylpropan-1-one O-methyl oxime

HRID 2229130
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HRID 2229130 반응식
[CH3:1][O:2][N:3]=[C:4]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:5](=[N:7][NH2:8])[CH3:6].[O:15]1[CH2:20][CH2:19][O:18][C:17]([C:21](=[N:30][O:31][CH3:32])[C:22]2[CH:29]=[CH:28][CH:27]=[CH:26][C:23]=2[CH:24]=O)=[N:16]1.S([O-])([O-])(=O)=O.[Mg+2]>C(O)C>[CH3:1][O:2][N:3]=[C:4]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:5](=[N:7][N:8]=[CH:24][C:23]1[CH:26]=[CH:27][CH:28]=[CH:29][C:22]=1[C:21]([C:17]1[O:18][CH2:19][CH2:20][O:15][N:16]=1)=[N:30][O:31][CH3:32])[CH3:6]
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참가 물질

5

반응물 3

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 542963122-[(5,6-Dihydro-[1,4,2]dioxazin-3-yl)-methoxyimino-methyl]-benzaldehydeHCID 572718472-hydrazono-1-phenylpropan-1-one O-methyl oxime

생성물 1

HCID 725917742-({2-[(5,6-dihydro-[1,4,2]dioxazin-3-yl)-methoxyimino-methyl]-benzylidene}-hydrazono)-1-phenylpropan-1-one O-methyl oxime수율 41.1%

시약·촉매·용매 1

HCID 702
Ethanol
용매

실험 절차

1 g (0.0052 mol) of 2-hydrazono-1-phenylpropan-1-one O-methyl oxime is heated under reflux at the boiling point in 5 ml of ethanol with 1.3 g (0.0052 mol) of 2-[(5,6-dihydro-[1,4,2]dioxazin-3-yl)-methoxyimino-methyl]-benzaldehyde and 5 g of anhydrous magnesium sulphate for 1 hour. The reaction mixture is poured onto water and extracted with diethyl ether, the organic phase is dried over sodium sulphate and the solvent is distilled off in vacuo. The residue is stirred with diethyl ether and the crystals formed are filtered off. The solid is chromatographed over silica gel with diethylether/petroleum ether/methylene chloride (2:1:1). 0.9 g (40.8% of theory) of crystalline 2-({2-[(5,6-dihydro-[1,4,2]dioxazin-3-yl)-methoxyimino-methyl]-benzylidene}-hydrazono)-1-phenylpropan-1-one O-methyl oxime of melting point 136° C. is obtained.

후처리

  1. additionThe reaction mixture is poured onto water
  2. extractionextracted with diethyl ether
  3. dry with materialthe organic phase is dried over sodium sulphate
  4. distillationthe solvent is distilled off in vacuo
  5. customthe crystals formed
  6. filtrationare filtered off
  7. customThe solid is chromatographed over silica gel with diethylether/petroleum ether/methylene chloride (2:1:1)

출처 및 근거

ORD 기록
ord-a385d8404f66438298dafa7c5595ac41
출처 데이터셋
uspto-grants-2002_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06420362B1

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