N-cyclopropyl-N-(2-nitro-phenyl)-oxalamic acid methyl ester → 1-Cyclopropyl-4-hydroxy-1,4-dihydro-quinoxaline-2,3-dione

HRID 1877387노트

반응식

HRID 1877387 반응식
C[O:2][C:3](=O)[C:4]([N:6]([CH:16]1[CH2:18][CH2:17]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[N+:13]([O-])=[O:14])=[O:5]>CO.[Pd].C(OCC)(=O)C>[CH:16]1([N:6]2[C:7]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[N:13]([OH:14])[C:3](=[O:2])[C:4]2=[O:5])[CH2:18][CH2:17]1

참가 물질

5

반응물 1

HCID 67320928N-cyclopropyl-N-(2-nitro-phenyl)-oxalamic acid methyl ester

생성물 1

HCID 673201301-Cyclopropyl-4-hydroxy-1,4-dihydro-quinoxaline-2,3-dione수율 84.1%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 887Methanol용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of N-cyclopropyl-N-(2-nitro-phenyl)-oxalamic acid methyl ester (45.0 g, 0.17 mol, 1.0 equiv) in methanol (400 mL) was added palladium on carbon (4.52 g, 0.0043 mol, 0.025 equiv; 10% Pd/C; [CAS RN 7440-05-3]) and the reaction mixture stirred under an atmosphere of hydrogen (1.2 bar) at rt for 2 h. The reaction mixture was diluted with ethyl acetate (400 mL), filtered over Celite® and the solvent mixture removed by evaporation under reduced pressure to give 31.2 g (84%) of the title compound as a light yellow solid. MS (ISN): 219.1 [M+H]+.

후처리

  1. filtrationfiltered over Celite®
  2. customthe solvent mixture removed by evaporation under reduced pressure

출처 및 근거

ORD 기록
ord-c31c5c2df30e43b0a0d3bd2b399c7915
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08309734B2

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