3-(4-Choro-2-nitrophenyl)-1-methyl-6-trifluoromethyl-2,4(1h, 3h)-pyrimidinedione → 3-(2-amino-4-chlorophenyl)-1-methyl-6-trifluoromethyl-2,4(1H, 3H)-pyrimidinedione

HRID 1271763ノート

反応式

HRID 1271763 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:13](=[O:14])[CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[N:10]([CH3:19])[C:9]2=[O:20])=[C:4]([N+:21]([O-])=O)[CH:3]=1>CO.Cl.[Fe]>[NH2:21][C:4]1[CH:3]=[C:2]([Cl:1])[CH:7]=[CH:6][C:5]=1[N:8]1[C:13](=[O:14])[CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[N:10]([CH3:19])[C:9]1=[O:20]

参加物

5

反応物 1

HCID 569765863-(4-Choro-2-nitrophenyl)-1-methyl-6-trifluoromethyl-2,4(1h, 3h)-pyrimidinedione

生成物 1

HCID 865859053-(2-amino-4-chlorophenyl)-1-methyl-6-trifluoromethyl-2,4(1H, 3H)-pyrimidinedione

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 313Hydrochloric Acid溶媒HCID 887Methanol溶媒

実験手順

To a stirred suspension of 3-(4-chloro-2-nitrophenyl)-1-methyl-6-trifluoromethyl-2,4(1H, 3H)-pyrimidinedione (1 g) in methanol (20 ml) and conc. hydrochloric acid (10 ml) was added iron (powdered, 0.48 g) unded vigorous stirring. After addition, the mixture was heated at reflux temperature for 1 hr. The oil bath was removed and the solution was allowed to cool to ambient temperature. Ethyl acetate (200 ml) was added, washed with brine (×2) and dried over anhydrous sodium sulfate. After removal of the solvent, the residue was purified by column chromatography on silica gel using ethyl acetate-hexane (1:3) as the eluent to give the title compound.

後処理

  1. additionAfter addition
  2. temperaturethe mixture was heated
  3. temperatureat reflux temperature for 1 hr
  4. customThe oil bath was removed
  5. additionEthyl acetate (200 ml) was added
  6. washwashed with brine (×2)
  7. dry with materialdried over anhydrous sodium sulfate
  8. customAfter removal of the solvent
  9. customthe residue was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-57cd0ed70db949558cde757a6b1b89c9
出典データセット
uspto-grants-2007_04
特許番号
USRE039590E1

反応ノート

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