Triethylamine → 3-ethyl-4-(4-methoxyphenyl)-5-(4-nitro-3-methylphenyl)-4H-1,2,4-triazole

HRID 1197869

反応式

HRID 1197869 の反応式
C(N(CC)CC)C.[CH3:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([N:16]=[C:17](Cl)[C:18]2[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[C:20]([CH3:27])[CH:19]=2)=[CH:12][CH:11]=1.[C:29]([NH:33][NH2:34])(=O)[CH2:30][CH3:31]>C1(C)C=CC=CC=1.C(Cl)(Cl)Cl.O>[CH2:30]([C:29]1[N:16]([C:13]2[CH:14]=[CH:15][C:10]([O:9][CH3:8])=[CH:11][CH:12]=2)[C:17]([C:18]2[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[C:20]([CH3:27])[CH:19]=2)=[N:34][N:33]=1)[CH3:31]

参加物

7

反応物 3

HCID 8471TriethylamineHCID 79890PropionylhydrazineHCID 13633435N-(4-methoxyphenyl)-4-nitro-3-methylbenzene carboximidoyl chloride

生成物 1

HCID 191052393-ethyl-4-(4-methoxyphenyl)-5-(4-nitro-3-methylphenyl)-4H-1,2,4-triazole収率 90.1%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 1140Toluene溶媒2 回HCID 6212Chloroform溶媒

実験手順

1.4 ml of triethylamine, then 3 g of the product of Step B were introduced into a solution of 1.76 g of propionic acid hydrazide in 160 ml of toluene, this latter having been brought to reflux and then cooled. After refluxing for 1 hour, the toluene was eliminated under reduced pressure and the residue was taken up in 50 ml of chloroform and 50 ml of water. The aqueous phase was extracted with chloroform and the organic extracts were dried and concentrated to obtain an oil which was purified by chromatography on silica and elution with ethyl acetate and cyclohexane (8-2) to obtain 3 g of 3-ethyl-4-(4-methoxyphenyl)-5-(4-nitro-3-methylphenyl)-4H-1,2,4-triazole in the form of an oil which had an Rf of 0.6 on thin film chromatography (eluent:chloroformethanol 9-1).

後処理

  1. temperatureto reflux
  2. temperaturecooled
  3. temperatureAfter refluxing for 1 hour
  4. extractionThe aqueous phase was extracted with chloroform
  5. customthe organic extracts were dried
  6. concentrationconcentrated
  7. customto obtain an oil which
  8. customwas purified by chromatography on silica and elution with ethyl acetate and cyclohexane (8-2)

出典と根拠

ORDレコード
ord-e7abdfbe1afa475bad383ea23d5f7867
出典データセット
uspto-grants-1994_01
特許番号
US05278180

関連ノート

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