2-Ethylhexanoic Acid → 1-Benzyl-3-phenyl-5-(methoxycarbonylmethylene)-hydantoin

HRID 372163

반응식

HRID 372163 반응식
[C:1]1([NH:7][C:8]([NH:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(C(CCCC)C(O)=O)C.[C:28](OC)(=[O:35])/[CH:29]=[CH:30]\[C:31]([O:33][CH3:34])=[O:32]>ClC1C=CC=CC=1Cl>[CH2:11]([N:10]1[C:29](=[CH:30][C:31]([O:33][CH3:34])=[O:32])[C:28](=[O:35])[N:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:8]1=[O:9])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

참가 물질

5

반응물 3

HCID 86972-Ethylhexanoic AcidHCID 2803631-Benzyl-3-phenylureaHCID 5271565Dimethyl maleate

생성물 1

HCID 545354751-Benzyl-3-phenyl-5-(methoxycarbonylmethylene)-hydantoin

시약·촉매·용매 1

HCID 72391,2-Dichlorobenzene용매

실험 절차

113 g of N-phenyl-N'-benzyl-urea were dissolved in 1000 g of o-dichlorobenzene; the solution was made acid with 2-ethyl-hexanoic acid and reacted with 72 g of dimethyl maleate. After a reaction time of 6 hours at 175° C, the solvent was distilled off and the residue triturated with ether. The product separated by suction filtration can be obtained pure by recrystallisation from toluene. The white crystals obtained have a melting point of 130° C and their structure was demonstrated by the IR and NMR spectra and elementary analysis.

후처리

  1. distillationAfter a reaction time of 6 hours at 175° C, the solvent was distilled off
  2. customthe residue triturated with ether
  3. customThe product separated by suction filtration
  4. customcan be obtained pure by recrystallisation from toluene
  5. customThe white crystals obtained

출처 및 근거

ORD 기록
ord-90fb7d6c8dd344ceb2bd3aad678348e5
출처 데이터셋
uspto-grants-1978_05
특허 번호
US04089860

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