1,3,4-Thiadiazol-2-amine, 5-((phenylmethyl)thio)- → 2-benzylthio-6-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one

HRID 703827

반응식

HRID 703827 반응식
[NH2:1][C:2]1[S:3][C:4]([S:7][CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:5][N:6]=1.[OH:15][CH:16]=[C:17]([CH3:23])[C:18](OCC)=O>O>[CH2:8]([S:7][C:4]1[S:3][C:2]2=[N:1][CH:18]=[C:17]([CH3:23])[C:16](=[O:15])[N:6]2[N:5]=1)[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

참가 물질

4

반응물 2

HCID 992851,3,4-Thiadiazol-2-amine, 5-((phenylmethyl)thio)-HCID 521546Ethyl 3-hydroxy-2-methylprop-2-enoate

생성물 1

HCID 142544202-benzylthio-6-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one수율 61%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Five point six (5.6) grams of the thus obtained 2-amino-5-benzylthio-1,3,4-thiadiazole and 3.6 g of ethyl 3-hydroxy-2-methyl-2-propenoate were mixed with 7.5 g of polyphosphoric acid, and the mixture was stirred at 130°-150° C. for 45 minutes. After cooling, water was added to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was washed with an aqueous sodium hydrogen carbonate solution and water respectively, and dried over anhydrous sodium sulfate. The solvent was distilled off, and the residue was recrystallized from ethanol. Thus 4.4 g of 2-benzylthio-6-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one was obtained. m.p. 130°-132° C. Yield 61%.

후처리

  1. temperatureAfter cooling
  2. extractionthe mixture was extracted with chloroform
  3. washThe organic layer was washed with an aqueous sodium hydrogen carbonate solution and water respectively
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThe solvent was distilled off
  6. customthe residue was recrystallized from ethanol

출처 및 근거

ORD 기록
ord-35ae8714201243f5b91fb10764566b0e
출처 데이터셋
uspto-grants-1991_01
특허 번호
US04985432

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