Pyridine → 3-Benzyl-2,5-dioxoimidazolidine 1-hexylcarboxamide

HRID 1028151

반응식

HRID 1028151 반응식
[CH2:1]([N:8]1[CH2:12][C:11](=[O:13])[NH:10][C:9]1=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N(CCCCCC)=C=[O:17].N1C=CC=CC=1>CN(C)C1C=CN=CC=1.C1(C)C=CC=CC=1>[CH2:1]([N:8]1[CH2:12][C:11](=[O:13])[NH:10][C:9]1=[O:14])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1.[CH2:2]([C:1]([NH2:8])=[O:17])[CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

참가 물질

6

반응물 3

HCID 1049PyridineHCID 75659Hexyl isocyanate2회HCID 27354851-Benzylimidazolidine-2,4-dione

생성물 1

HCID 1317314083-Benzyl-2,5-dioxoimidazolidine 1-hexylcarboxamide

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 1140Toluene용매

반응 조건

온도
115 °C

실험 절차

1-Benzylimidazolidine-2,4-dione (100 mg, 0.526 mmol) and 1-isocyanatohexane (80.3 mg, 0.63 mmol) and, if required, a catalytic amount of 4-dimethylaminopyridine were dissolved in 10 ml of toluene and 0.5 ml of pyridine and stirred at 115° C. for 6 h. Then a further 80 mg of 1-isocyanatohexane were added, and the mixture was stirred at 115° C. for a further 6 h. The reaction mixture was concentrated and the residue was taken up in ethyl acetate and H2O, and the org. phases were washed twice with water, concentrated and purified by preparative HPLC (PR18, acetonitrile/water 0.1% TFA). Yield: 11.3 mg (7%), M+H+:318.14.

후처리

  1. concentrationThe reaction mixture was concentrated
  2. washphases were washed twice with water
  3. concentrationconcentrated
  4. custompurified by preparative HPLC (PR18, acetonitrile/water 0.1% TFA)

출처 및 근거

ORD 기록
ord-fe93801de6af459f8d4d780a3c9f400a
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08735437B2

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