1-Adamantanecarbonyl chloride → 5-carbamoyl-1H-imidazol-4-yl-1-adamantanecarboxylate

HRID 443584노트

반응식

HRID 443584 반응식
[C:1]12([C:11](Cl)=[O:12])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[C:14]([C:17]1[NH:18][CH:19]=[NH+:20][C:21]=1[O-:22])(=[O:16])[NH2:15]>N1C=CC=CC=1>[C:1]12([C:11]([O:22][C:21]3[N:20]=[CH:19][NH:18][C:17]=3[C:14](=[O:16])[NH2:15])=[O:12])[CH2:8][CH:7]3[CH2:6][CH:5]([CH2:4][CH:3]([CH2:9]3)[CH2:2]1)[CH2:10]2

참가 물질

4

반응물 2

HCID 989151-Adamantanecarbonyl chlorideHCID 178513830HCID 178513830, 화합물

생성물 1

HCID 644655-carbamoyl-1H-imidazol-4-yl-1-adamantanecarboxylate수율 55.4%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a solution of 1-adamantanecarbonylchloride (2.980 g) in pyridine (26 ml) was added 4-carbamoylimidazolium-5-olate (1.271 g) and the reaction temperature was kept at 40°-43° C. for 4 hours. Unreacted starting material was recovered by filtration (210 mg). The filtrate was concentrated under reduced pressure. To the residue was added ethyl acetate (30 ml) and water (30 ml), and stirred at room temperature for 1 hour. The insoluble solid was filtered and washed with ethyl acetate to give almost pure 5-carbamoyl-1H-imidazol-4-yl 1-adamantanecarboxylate (1.602 g, α form, m.p. 207°-209° C. (dec.)).

후처리

  1. filtrationwas recovered by filtration (210 mg)
  2. concentrationThe filtrate was concentrated under reduced pressure
  3. additionTo the residue was added ethyl acetate (30 ml) and water (30 ml)
  4. filtrationThe insoluble solid was filtered
  5. washwashed with ethyl acetate

출처 및 근거

ORD 기록
ord-14894b972b7e4c06a7f63795408aaceb
출처 데이터셋
uspto-grants-1981_04
특허 번호
US04260774

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