Hydrochloric Acid → HCID 19827791、化合物

HRID 1494340ノート

反応式

HRID 1494340 の反応式
[CH:1]1([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[N+:14]([O-])=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.O.O.[C:19]([OH:24])(=O)[C:20](O)=[O:21].[ClH:25]>C(O)C.C(OC(=O)C)C.[Ni]>[CH:1]1([N:7]2[C:8]3[C:9](=[CH:10][CH:11]=[C:12]([Cl:25])[CH:13]=3)[NH:14][C:20](=[O:21])[C:19]2=[O:24])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

参加物

7

反応物 3

HCID 313Hydrochloric AcidHCID 61373Oxalic acid dihydrateHCID 3101179N-cyclohexyl-2-nitroaniline

生成物 1

HCID 19827791HCID 19827791、化合物収率 86%

試薬・触媒・溶媒 3

HCID 935Nickel触媒HCID 702Ethanol溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
25 °C

実験手順

3.6 g (14.1 mmol) N-cyclohexyl-2-nitroaniline was dissolved in 50 ml ethanol and 150 ml ethylacetate. The solution was hydroqenated at atm. pressure by using Ra-Ni (1 g) as a catalyst. The reaction mixture was filtered and the filtrate was evaporated to give an oil. A mixture of the oil and 3.5 g (28 mmol) oxalic acid dihydrate in 100 ml 4N hydrochloric acid was refluxed for 2 h. After cooling to 25° C. the product was filtered off and washed with water to give 3.4 g (86%) 1-cyclohexyl-7-chlorquinoxaline-2,3(1H, 4H)-dione. M.p. (DSC) 310.6° C. 1H-NMR (DMSO-d6): 12.0 (1H, broad s), 7.7 (1H, s), 7.2 (2H, s), 4.2 (1H, broad, s) 2.0-1.0 (10H, m).

後処理

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate was evaporated
  3. customto give an oil
  4. temperaturewas refluxed for 2 h
  5. filtrationwas filtered off
  6. washwashed with water

出典と根拠

ORDレコード
ord-b13921ac3c68461280f1e7bb32966ef0
出典データセット
uspto-grants-1991_06
特許番号
US05026704

反応ノート

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