Benzaldehyde → 1,3-Dimethyl-5-nitro-6-styryluracil

HRID 1784358노트

반응식

HRID 1784358 반응식
[CH3:1][N:2]1[C:7]([CH3:8])=[C:6]([N+:9]([O-:11])=[O:10])[C:5](=[O:12])[N:4]([CH3:13])[C:3]1=[O:14].[CH:15](=O)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.N1CCCCC1>C(O)C>[CH3:1][N:2]1[C:7](/[CH:8]=[CH:15]/[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:6]([N+:9]([O-:11])=[O:10])[C:5](=[O:12])[N:4]([CH3:13])[C:3]1=[O:14]

참가 물질

5

반응물 3

HCID 240BenzaldehydeHCID 8082PiperidineHCID 7503695-Nitro-1,3,6-trimethyluracil

생성물 1

HCID 53656311,3-Dimethyl-5-nitro-6-styryluracil수율 60.3%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 1,3,6-trimethyl-5-nitro-1H-pyrimidine-2,4dione (3.00 g, 15.06 mmol), benzaldehyde (1.58 ml, 15.56 mmol), piperidine (1.41 ml, 15.56 mmol) and a 3 Å molecular sieve (6.00 g) in ethanol (70 ml) was refluxed for 4 hours, filtered and the solid was treated with a mixture of chloroform and methanol. The resulting suspension was filtered again and the filtrates were evaporated. The residue was triturated with diethyl ether and the precipitate collected by filtration and dried under vacuum to yield 1,3-dimethyl-5-nitro-6-((E)styryl)-1H-pyrimidine-2,4-dione (2.61 g, 60%) as a yellow solid.

후처리

  1. filtrationfiltered
  2. additionthe solid was treated with a mixture of chloroform and methanol
  3. filtrationThe resulting suspension was filtered again
  4. customthe filtrates were evaporated
  5. customThe residue was triturated with diethyl ether
  6. filtrationthe precipitate collected by filtration
  7. customdried under vacuum

출처 및 근거

ORD 기록
ord-8f03aa728ca143b69b12629aa0cc946b
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07504398B2

반응 노트

불러오는 중…