Hydrochloric Acid → 1-(2-Aminoethyl)-4,5-diphenylimidazole

HRID 362896노트

반응식

HRID 362896 반응식
O.NN.C1(=O)[N:8]([CH2:9][CH2:10][N:11]2[C:15]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[C:14]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[N:13]=[CH:12]2)C(=O)C2=CC=CC=C12.Cl>CO>[NH2:8][CH2:9][CH2:10][N:11]1[C:15]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:14]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[N:13]=[CH:12]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 24654Hydrazine hydrate (1:1)HCID 539687861-(2-Phthalimidoethyl)-4,5-diphenylimidazole

생성물 1

HCID 540605101-(2-Aminoethyl)-4,5-diphenylimidazole수율 88.1%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Step 3): 80% Hydrazine monohydrate (0.062 ml, 1.3 mmol) was added to a solution of 1-(2-phthalimidoethyl)-4,5-diphenylimidazole (0.32 g, 0.8 mmol) in methanol (20 ml) under refluxing. The reaction mixture was refluxed for 1 hour, then cooled. The mixture was made acidic slightly with 6N HCl and then filtered to remove phthalhydrazide. The filtrate was concentrated and then the residue was suspended in 2N NaOH. The suspended mixture was extracted with chloroform. The organic layer was washed with brine, dried (MgSO4) and concentrated. The precipitates were recrystallized (ethyl acetate/hexane) to give 1-(2-aminoethyl)-4,5-diphenylimidazole (88.1%): mp 96°-98° C.

후처리

  1. temperatureunder refluxing
  2. temperatureThe reaction mixture was refluxed for 1 hour
  3. temperaturecooled
  4. filtrationfiltered
  5. customto remove phthalhydrazide
  6. concentrationThe filtrate was concentrated
  7. extractionThe suspended mixture was extracted with chloroform
  8. washThe organic layer was washed with brine
  9. dry with materialdried (MgSO4)
  10. concentrationconcentrated
  11. customThe precipitates were recrystallized (ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-c315d63eb0ae4df4929d670e9e9e8ac0
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05872115

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