Thiourea → 5-(Pyrimid-5-ylmethyl)-2-thiouracil

HRID 2228915ノート

反応式

HRID 2228915 の反応式
[Na].[NH2:2][C:3]([NH2:5])=[S:4].[CH:6]([CH:8]([CH2:14][C:15]1[CH:16]=[N:17][CH:18]=[N:19][CH:20]=1)[C:9](OCC)=O)=[O:7]>C(O)C>[N:17]1[CH:16]=[C:15]([CH2:14][C:8]2[C:6](=[O:7])[NH:2][C:3](=[S:4])[NH:5][CH:9]=2)[CH:20]=[N:19][CH:18]=1

参加物

5

反応物 3

HCID 2723790ThioureaHCID 5360545SodiumHCID 21936283Ethyl 2-formyl-3-(5-pyrimidyl)propionate

生成物 1

HCID 109660395-(Pyrimid-5-ylmethyl)-2-thiouracil収率 33.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

Sodium (0.25 g) was dissolved in ethanol (5 ml), thiourea (0.77 g) added, and the mixture stirred under reflux for 1 hour. A solution of ethyl 2-formyl-3-(5-pyrimidyl)propionate (1.99 g) in ethanol (5 ml) was added slowly, and reflux continued for 18 hours. The solvent was evaporated, and the residue taken up in water and washed with dichloromethane. The aqueous solution was acidified to pH 5, and the precipitate filtered off, washed with water and dried to obtain 5-(pyrimid-5-ylmethyl)-2-thiouracil (0.71 g). 1H-NMR (d6-DMSO) δ 3.58 (2H, s), 7.54 (1H, s), 8.70 (2H, s) and 9.02 (1H, s). MPt 265-6° C.

後処理

  1. temperatureunder reflux for 1 hour
  2. temperaturereflux
  3. customThe solvent was evaporated
  4. washwashed with dichloromethane
  5. filtrationthe precipitate filtered off
  6. washwashed with water
  7. customdried

出典と根拠

ORDレコード
ord-c8e9c08581ba4f549f1968c14b1f0d59
出典データセット
uspto-grants-2002_07
特許番号
US06417192B1

反応ノート

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