Dicyclohexylcarbodiimide → HCID 178502027, 화합물

HRID 2367083노트

반응식

HRID 2367083 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([C:9]([C:11]2[CH:20]=[CH:19][CH:18]=[CH:17][C:12]=2[C:13]([O:15][CH3:16])=[O:14])=[O:10])[CH:5]=[CH:6][C:7]=1[NH2:8].[CH3:21][O:22][C:23]([N:25]=[C:26]=S)=[O:24].C1CCC(N=C=NC2CCCCC2)CC1>C(#N)C.C1C=CC=CC=1>[CH3:21][O:22][C:23]([NH:25][C:26]1[NH:8][C:7]2[CH:6]=[CH:5][C:4]([C:9]([C:11]3[CH:20]=[CH:19][CH:18]=[CH:17][C:12]=3[C:13]([O:15][CH3:16])=[O:14])=[O:10])=[CH:3][C:2]=2[N:1]=1)=[O:24]

참가 물질

5

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 552246Methoxycarbonyl isothiocyanateHCID 67044285Methyl 2-[(3,4-diaminophenyl)carbonyl]benzoate

생성물 1

HCID 178502027HCID 178502027, 화합물수율 71%

시약·촉매·용매 1

HCID 21919336Acetonitrile benzene용매

실험 절차

To a solution of methyl 2-[(3,4-diaminophenyl)carbonyl]benzoate (134 mg, 0.50 mmol) in a mixture of acetonitrile-benzene (1:1, 5 mL) methyl isothiocyanatidocarbonate (70 mg, 0.60 mmol) was added followed by the addition of DCC (153 mg, 0.75 mmol) and the reaction mixture was heated to reflux for 18 h. After cooling to room temperature the reaction mixture was concentrated. The residue was triturated with diethyl ether (2×, 10 mL) and the pale orange solid was collected by filtration to give methyl 2-[(2-{[(methoxy)carbonyl]amino}-1H-benzimidazol-5-yl)carbonyl]benzoate (125 mg, 71%). MS (EI) for C18H15N3O5: 354 (MH+).

후처리

  1. additionwas added
  2. temperaturethe reaction mixture was heated
  3. temperatureto reflux for 18 h
  4. concentrationwas concentrated
  5. customThe residue was triturated with diethyl ether (2×, 10 mL)
  6. filtrationthe pale orange solid was collected by filtration

출처 및 근거

ORD 기록
ord-d01bd7b198ca40ab839d206b3dad0cb3
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08697737B2

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