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

HRID 362896ノート

反応式

HRID 362896 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-c315d63eb0ae4df4929d670e9e9e8ac0
出典データセット
uspto-grants-1999_02
特許番号
US05872115

反応ノート

読み込み中…