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

HRID 621469

반응식

HRID 621469 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 23925Iron촉매HCID 702Ethanol용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9d551c2f419f4bf89e8d960da84a2458
출처 데이터셋
uspto-grants-1989_04
특허 번호
US04824843

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