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

HRID 1784358ノート

反応式

HRID 1784358 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 53656311,3-Dimethyl-5-nitro-6-styryluracil収率 60.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8f03aa728ca143b69b12629aa0cc946b
出典データセット
uspto-grants-2009_03
特許番号
US07504398B2

反応ノート

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