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Triethylamine → 2-(4,5-Dichloro-imidazol-2-yl)-5-phenoxy-1,3,4-oxadiazole

HRID 1447968
ノート
印刷プレビュー

反応式

HRID 1447968 の反応式
[C:1]1([O:7][C:8](=[O:11])[NH:9][NH2:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:12][C:13]1[N:14]=[C:15]([C:19](Cl)(Cl)Cl)[NH:16][C:17]=1[Cl:18].C(N(CC)CC)C>O1CCOCC1>[Cl:12][C:13]1[N:14]=[C:15]([C:19]2[O:11][C:8]([O:7][C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[N:9][N:10]=2)[NH:16][C:17]=1[Cl:18]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 134791Hydrazinecarboxylic acid, phenyl esterHCID 124825734,5-Dichloro-2-(trichloromethyl)-1H-imidazole

生成物 1

HCID 1357554452-(4,5-Dichloro-imidazol-2-yl)-5-phenoxy-1,3,4-oxadiazole収率 72.5%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

16.7 g (0.11 mol) of carbazic acid phenyl ester were added in portions, at room temperature, to a solution of 25.4 g (0.1 mol) of 4,5-dichloro-2-trichloromethyl-imidazole in 200 ml of dioxane. After the slightly exothermic reaction had subsided, the mixture was gradually warmed to the boil and boiled for a further 2 hours under reflux. It was then cooled to room temperature and 20.2 g (0.2 mol) of triethylamine were added dropwise. The mixture was stirred for a further 2 hours at 50° C., the insoluble constituents were filtered off and the filtrate was evaporated in vacuo. The residue was treated with water and the product was filtered off, washed with water and dried. 21.5 g (72.5% of theory) of 2-(4,5-dichloro-imidazol-2-yl)-5-phenoxy-1,3,4-oxadiazole were obtained. Melting point: 109° C. (from toluene).

後処理

  1. customAfter the slightly exothermic reaction
  2. temperaturethe mixture was gradually warmed to the boil
  3. temperatureunder reflux
  4. filtrationthe insoluble constituents were filtered off
  5. customthe filtrate was evaporated in vacuo
  6. additionThe residue was treated with water
  7. filtrationthe product was filtered off
  8. washwashed with water
  9. customdried

出典と根拠

ORDレコード
ord-400cc8ef98244432abd2412447637582
出典データセット
uspto-grants-1979_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04179277

反応ノート

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