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Hydroxyamine hydrochloride → 4,6-Bis(1,1-dimethylethyl)-5-hydroxy-2-pyrimidine carboxaldehyde oxime

HRID 1742606
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HRID 1742606 반응식
[CH3:1][C:2]([C:5]1[C:10]([OH:11])=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[N:8]=[C:7]([CH:16]=O)[N:6]=1)([CH3:4])[CH3:3].Cl.NO.C([O-])(=O)C.[Na+].CC(C1C(O)=CN=C(C=[N:38][OH:39])N=1)(C)C>C(O)C.O>[CH3:1][C:2]([C:5]1[C:10]([OH:11])=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[N:8]=[C:7]([CH:16]=[N:38][OH:39])[N:6]=1)([CH3:4])[CH3:3]
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참가 물질

7

반응물 4

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 152948964,6-Di-tert-butyl-5-hydroxypyrimidine-2-carbaldehydeHCID 136378411(1,1-Dimethylethyl)-5-hydroxy-2-pyrimidine carboxaldehyde oxime

생성물 1

HCID 1363784134,6-Bis(1,1-dimethylethyl)-5-hydroxy-2-pyrimidine carboxaldehyde oxime

시약·촉매·용매 2

HCID 702
Ethanol
용매
HCID 962Water용매

실험 절차

A solution of 4,6-bis(1,1-dimethylethyl)-5-hydroxy-2-pyrimidine carboxaldehyde (1.5 g, 6.3 mmol) , hydroxylamine hydrochloride (2.2 g, 32.7 mmol), and sodium acetate (2.9 g, 34.9 mmol) in ethanol (20 mL) is heated at reflux for 12 hours. The reaction mixture is poured over water (150 mL) and the precipitate is collected by filtration. Recrystallization from ether/hexane gives the desired 4,6-his (1,1-dimethylethyl) -5-hydroxy-2-pyrimidine carboxaldehyde oxime as a mixture of isomers (0.62 g, 39%); mp 205°-220° C.

후처리

  1. temperatureat reflux for 12 hours
  2. filtrationthe precipitate is collected by filtration
  3. customRecrystallization from ether/hexane
  4. customgives the
  5. additionas a mixture of isomers (0.62 g, 39%)

출처 및 근거

ORD 기록
ord-a41abdf948d5410cac6fbc8407ce8360
출처 데이터셋
uspto-grants-1994_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05340815

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