Water → FK 664

HRID 65152

반응식

HRID 65152 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[NH:16][C:15](=[O:17])[N:14]([CH3:18])[C:13](=[N:19][C:20]3[C:25]([CH3:26])=[CH:24][C:23]([CH3:27])=[CH:22][C:21]=3[CH3:28])[CH:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[CH3:29][C:30](C)([O-])C.[K+].C(I)C.O>CN(C)C=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[N:16]([CH2:29][CH3:30])[C:15](=[O:17])[N:14]([CH3:18])[C:13](=[N:19][C:20]3[C:25]([CH3:26])=[CH:24][C:23]([CH3:27])=[CH:22][C:21]=3[CH3:28])[CH:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

참가 물질

6

반응물 4

HCID 962WaterHCID 6340Iodoethane2회HCID 23665647Potassium tert-butoxide2회HCID 178418505HCID 178418505, 화합물

생성물 1

HCID 146868FK 664수율 54.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a mixture of 3,4-dihydro-6-(3,4-dimethoxyphenyl)-3-methyl-4-(2,4,6-trimethylphenylimino)-2(1H)-pyrimidinone (2.73 g) and potassium tert-butoxide (1.0 g) in dimethylformamide (27 ml) was added ethyl iodide (1.2 ml) and mixture was stirred for 3 hours. Then another potassium tert-butoxide (1.1 g) and ethyl iodide (0.57 ml) were added. The mixture was stirred for more 2 hours and poured into water. The precipitate was collected by filtration and added to 1N hydrochloric acid (15 ml). The mixture was refluxed for 5 hours. After being cooled, the reaction mixture was adjusted to pH 8.5 with aqueous sodium hydroxide. The precipitate was collected by filtration and added to diisopropyl ether (50 ml). The resultant mixture was filtered and the filtrate was evaporated in vacuo. The residue was recrystallized from a mixture of ethanol and water (3:1) to give 3,4-dihydro-6-(3,4-dimethoxyphenyl)-1-ethyl-3-methyl-4-(2,4,6-tri-methylphenylimino)-2(1H)-pyrimidinone (1.6 g). mp 116° -118° C.

후처리

  1. stirringThe mixture was stirred for more 2 hours
  2. filtrationThe precipitate was collected by filtration
  3. additionadded to 1N hydrochloric acid (15 ml)
  4. temperatureThe mixture was refluxed for 5 hours
  5. temperatureAfter being cooled
  6. filtrationThe precipitate was collected by filtration
  7. additionadded to diisopropyl ether (50 ml)
  8. filtrationThe resultant mixture was filtered
  9. customthe filtrate was evaporated in vacuo
  10. customThe residue was recrystallized from a mixture of ethanol and water (3:1)

출처 및 근거

ORD 기록
ord-9a47148866324999a28a71774bb8d9ad
출처 데이터셋
uspto-grants-1986_09
특허 번호
US04612376

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