3,4-Dichlorophenyl isocyanate → Ethyl cis-4-[[[(3,4-dichlorophenyl)amino]carbonyl]amino]-5-oxo-1-phenyl-3-pyrrolidinecarboxylate

HRID 1590254ノート

反応式

HRID 1590254 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]=[C:10]=[O:11])[CH:5]=[CH:6][C:7]=1[Cl:8].[NH2:12][CH:13]1[C:17](=[O:18])[N:16]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:15][CH:14]1[C:25]([O:27][CH2:28][CH3:29])=[O:26]>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]([NH:12][C@H:13]2[C:17](=[O:18])[N:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:15][C@H:14]2[C:25]([O:27][CH2:28][CH3:29])=[O:26])=[O:11])[CH:5]=[CH:6][C:7]=1[Cl:8]

参加物

4

反応物 2

HCID 76073,4-Dichlorophenyl isocyanateHCID 19023548Ethyl 4-amino-5-oxo-1-phenyl-3-pyrrolidinecarboxylate

生成物 1

HCID 67794020Ethyl cis-4-[[[(3,4-dichlorophenyl)amino]carbonyl]amino]-5-oxo-1-phenyl-3-pyrrolidinecarboxylate収率 68%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 3,4-dichlorophenylisocyanate in CH2Cl2 (3 ml) was added a solution of aminopyrrolidinone of Example S (350 mg, 1.41 mmol) in CH2Cl2 (3 ml) and the resulting solution was stirred for 18 h at room temperature. Concentration in vacuo gave a solid which was triturated with CH2Cl2 and filtered to give the title compound (420 mg, 68%) as a solid. MS M+1 calcd for C20H19N3O4Cl2 437, found 437 DSC=249.1°-251.7° C. at 112.7 J/g.

後処理

  1. concentrationConcentration in vacuo
  2. customgave a solid which
  3. customwas triturated with CH2Cl2
  4. filtrationfiltered

出典と根拠

ORDレコード
ord-2e40a720fa6f4d87918ccf73d2bd17ce
出典データセット
uspto-grants-1993_04
特許番号
US05202344

反応ノート

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