Hydrochloric Acid → 3-(5-Methyl-1,3,4-oxadiazol-2-yl)aniline

HRID 621469

反応式

HRID 621469 の反応式
[CH3:1][C:2]1[O:3][C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-])=O)[CH:8]=2)=[N:5][N:6]=1.Cl.[OH-].[K+]>C(O)C.[Fe]>[CH3:1][C:2]1[O:3][C:4]([C:7]2[CH:8]=[C:9]([NH2:13])[CH:10]=[CH:11][CH:12]=2)=[N:5][N:6]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 28063312-Methyl-5-(3-nitrophenyl)-1,3,4-oxadiazole

生成物 1

HCID 144076283-(5-Methyl-1,3,4-oxadiazol-2-yl)aniline収率 75.9%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 702Ethanol溶媒2 回

実験手順

Iron powder, 27.9 g (0.5 mol), is added to a mixture of 2-methyl-5-(3-nitrophenyl)-1,3,4-oxadiazole, (0.053 mol), in 1000 ml of ethyl alcohol with stirring. The mixture is heated to reflux and 1.73 ml of concentrated hydrochloric acid in 10 ml of ethyl alcohol is added dropwise. The mixture is reluxed three hours, 20 ml of 1 normal potassium hydroxide is added, the mixture filtered, and the filtrate evaporated. The residue is dissolved in dichloromethane, washed with water, and the methylene chloride layer separated and evaporated to give 7.05 g of 3-(5-methyl-1,3,4-oxadiazol-2-yl) benzenamine after recrystallization from 2-propanol; mp 139°-140° C.

後処理

  1. temperatureThe mixture is heated
  2. temperatureto reflux
  3. filtrationthe mixture filtered
  4. customthe filtrate evaporated
  5. dissolutionThe residue is dissolved in dichloromethane
  6. washwashed with water
  7. customthe methylene chloride layer separated
  8. customevaporated

出典と根拠

ORDレコード
ord-9d551c2f419f4bf89e8d960da84a2458
出典データセット
uspto-grants-1989_04
特許番号
US04824843

関連ノート

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