HCID 22097096、化合物 → HCID 22097212、化合物

HRID 861503ノート

反応式

HRID 861503 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[N+:12]([O-])=O)[N:8]([CH:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1)[C:7](=[O:21])[C:6](=[O:22])[NH:5]2>O1CCCC1.CO.CN(C)C=O.[Pd]>[NH2:12][C:11]1[CH:10]=[C:9]2[C:4]([NH:5][C:6](=[O:22])[C:7](=[O:21])[N:8]2[CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)=[CH:3][C:2]=1[Cl:1].[NH2:12][C:11]1[CH:10]=[C:9]2[C:4]([NH:5][C:6](=[O:22])[C:7](=[O:21])[N:8]2[CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)=[CH:3][CH:2]=1

参加物

5

反応物 1

HCID 22097096HCID 22097096、化合物

生成物 2

HCID 22097087HCID 22097087、化合物収率 8%HCID 22097212HCID 22097212、化合物収率 80%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 86634690HCID 86634690、化合物溶媒

実験手順

28.9 g (89 mmol) of 6-Chloro-1-cyclohexyl-7-nitro-2,3(1H,4H)-quinoxalinedione were dissolved in 300 ml of tetrahydrofuran/methanol/dimethylformamide (3:3:1) and, after addition of 3 g of palladium/carbon (10%), hydrogenated. The mixture was filtered, the carbon was washed with methanolic ammonia solution, and the combined filtrates were concentrated under reduced pressure. The residue was chromatographed on silica gel with the mobile phase toluene/acetone/glacial acetic acid (10:10:1) to yield 2.2 g (8%) of product e1 and 18.5 g (80%) of product e2.

後処理

  1. filtrationThe mixture was filtered
  2. washthe carbon was washed with methanolic ammonia solution
  3. concentrationthe combined filtrates were concentrated under reduced pressure
  4. customThe residue was chromatographed on silica gel with the mobile phase toluene/acetone/glacial acetic acid (10:10:1)

出典と根拠

ORDレコード
ord-a32ba9f27d1a4d02876f34e6b9153b67
出典データセット
uspto-grants-1998_02
特許番号
US05714489

反応ノート

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