Dimethyl Sulfoxide → 2-Thiouracil-5-carboxylic acid

HRID 482180노트

반응식

HRID 482180 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

HCID 30020412-Thiouracil-5-carboxylic acid수율 59%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f896796e32f74b0fb3910bb72187f79d
출처 데이터셋
uspto-grants-1998_08
특허 번호
US05795497

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