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 1271763노트

반응식

HRID 1271763 반응식
[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]

참가 물질

5

반응물 1

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

생성물 1

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

시약·촉매·용매 3

HCID 23925Iron촉매HCID 313Hydrochloric Acid용매HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-57cd0ed70db949558cde757a6b1b89c9
출처 데이터셋
uspto-grants-2007_04
특허 번호
USRE039590E1

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