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Pyridine → Phenyl 4-carbamoylphenylcarbamate

HRID 536877
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HRID 536877 반응식
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[CH:4][CH:3]=1.N1C=CC=CC=1.Cl[C:18]([O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:19].CCCCC>C(Cl)Cl.C(OCC)C>[C:6]([C:5]1[CH:9]=[CH:10][C:2]([NH:1][C:18](=[O:19])[O:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:3][CH:4]=1)(=[O:7])[NH2:8]
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참가 물질

7

반응물 4

HCID 1049PyridineHCID 8003PentaneHCID 15891Phenyl chloroformateHCID 760794-Aminobenzamide

생성물 1

HCID 60631229Phenyl 4-carbamoylphenylcarbamate수율 77%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매
HCID 6344
Dichloromethane
용매
2회

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온도
-10 °C

실험 절차

To a solution of 4-aminobenzamide (5.0 g, 36.7 mmol) and pyridine (2.9 g, 36.7 mmol)) in dry CH2Cl2 (100 mL) at −10° C., phenyl chloroformate (6.9 g, 44.1 mmol) was added dropwise, stirred at −10° C. for 30 min and then at room temperature for 30 minutes The reaction mixture was diluted with CH2Cl2 (100 mL) and washed with water (2×70 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated to get the crude product. The crude product was dissolved in diethyl ether (15 mL) and sonicated for 10 minutes and then pentane (30 mL) was added, the resulting solid was filtered and washed with pentane to give phenyl 4-carbamoylphenylcarbamate (7.2 g, 77% yield).

후처리

  1. washwashed with water (2×70 mL)
  2. dry with materialThe organic layer was dried over anhydrous Na2SO4
  3. concentrationconcentrated
  4. customto get the crude product
  5. customsonicated for 10 minutes
  6. filtrationthe resulting solid was filtered
  7. washwashed with pentane

출처 및 근거

ORD 기록
ord-b40904f86b8b4ea6bb74f5db5a240adc
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08859542B2

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