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

HRID 1028151ノート

反応式

HRID 1028151 の反応式
[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]

参加物

6

反応物 3

HCID 1049PyridineHCID 75659Hexyl isocyanate2 回HCID 27354851-Benzylimidazolidine-2,4-dione

生成物 1

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

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 1140Toluene溶媒

反応条件

温度
115 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-fe93801de6af459f8d4d780a3c9f400a
出典データセット
uspto-grants-2014_05
特許番号
US08735437B2

反応ノート

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