Dimethyl Sulfoxide → 2-Thiouracil-5-carboxylic acid

HRID 482180ノート

反応式

HRID 482180 の反応式
CC(C)([O-])C.[K+].CS(C)=O.CC[O:13][C:14]([C:16]1[C:22](=[O:23])[NH:21][C:19](=[S:20])[NH:18][CH:17]=1)=[O:15]>CO>[C:14]([C:16]1[C:22](=[O:23])[NH:21][C:19](=[S:20])[NH:18][CH:17]=1)([OH:15])=[O:13]

参加物

5

反応物 3

HCID 679Dimethyl SulfoxideHCID 735952Ethyl 1,2,3,4-tetrahydro-4-oxo-2-thioxo-5-pyrimidinecarboxylateHCID 23665647Potassium tert-butoxide

生成物 1

HCID 30020412-Thiouracil-5-carboxylic acid収率 59%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Potassium tertiary butoxide (43.7 g, 389 mmol) and dimethyl sulfoxide (400 ml) were put in a 2-L egg-plant type flask to make a solution, ethyl 2-thiouracil-5-carboxylate (5.0 g, 25.0 mmol) was slowly added dropwise to the solution, and the mixture was subjected to reaction at room temperature for 1 hour. After the completion of the reaction, methanol (500 ml) was added to the reaction mixture, and the precipitate deposited was filtered. The resultant precipitate was dissolved in water, and hydrochloric acid was added to this solution to give 5-carboxy-2-thiouracil (2.54 g) as a light yellow solid.

後処理

  1. additionwas slowly added dropwise to the solution
  2. customthe mixture was subjected to reaction at room temperature for 1 hour
  3. additionwas added to the reaction mixture
  4. filtrationthe precipitate deposited was filtered
  5. dissolutionThe resultant precipitate was dissolved in water
  6. additionhydrochloric acid was added to this solution

出典と根拠

ORDレコード
ord-f896796e32f74b0fb3910bb72187f79d
出典データセット
uspto-grants-1998_08
特許番号
US05795497

反応ノート

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