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Acetic Anhydride → trans-5-Methyl-3-p-nitrostyryl-1,2,4-oxadiazole

HRID 596779
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HRID 596779 반응식
[N+:1]([C:4]1[CH:15]=[CH:14][C:7]([CH:8]=[CH:9][C:10](=[N:12][OH:13])[NH2:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].C(=O)([O-])[O-].[Na+].[Na+].[C:22](OC(=O)C)(=O)[CH3:23]>>[CH3:22][C:23]1[O:13][N:12]=[C:10](/[CH:9]=[CH:8]/[C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:15][CH:14]=2)[N:11]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 7918Acetic AnhydrideHCID 10340Sodium CarbonateHCID 54565412p-Nitrocinnamamidoxime

생성물 1

HCID 68125145trans-5-Methyl-3-p-nitrostyryl-1,2,4-oxadiazole

실험 절차

A suspension of p-nitrocinnamamidoxime (20.7 g.) in acetic anhydride (70 ml.) was heated on a steam-bath for one hour when solution occurred. The cooled solution was neutralized with saturated sodium carbonate solution and the precipitated solid filtered off, washed with water, and dried. Recrystallization of the solid from ethanol (1,200 ml) gave title compound as yellow needles, 13.5g (58.5%), m.p. 190°-191°, λmax. (EtOH) 226, 310 nm., (ε 11,500, 21,000), νmax. (Nujol) 1338 and 1502 (NO2), 972 cm.-1 (trans CH=CH), τ (CF3CO2H) values include 2.15, 2.68 (AB quartet, J 17; trans CH=CH), 7.15 (CH3).

후처리

  1. temperaturewas heated on a steam-bath for one hour when solution
  2. filtrationthe precipitated solid filtered off
  3. washwashed with water
  4. customdried
  5. customRecrystallization of the solid from ethanol (1,200 ml)

출처 및 근거

ORD 기록
ord-69c361d8c9ca41d497518499be5edc30
출처 데이터셋
uspto-grants-1977_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04012377

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