O-Xylene → 2-benzylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one

HRID 703839

반응식

HRID 703839 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.C([O:17][CH:18]=[CH:19][C:20](OCC)=O)C.C1(C)C(C)=CC=CC=1>O>[CH2:8]([S:7][C:4]1[S:3][C:2]2=[N:1][CH:20]=[CH:19][C:18](=[O:17])[N:6]2[N:5]=1)[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

참가 물질

5

반응물 3

HCID 7237O-XyleneHCID 992851,3,4-Thiadiazol-2-amine, 5-((phenylmethyl)thio)-HCID 221780Ethyl 3-ethoxy-2-propenoate

생성물 1

HCID 142544292-benzylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one수율 54%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Fifteen point five (15.5) grams of 2-amino-5-benzylthio-1,3,4-thiadiazole, 10 g of ethyl 3-ethoxypropenoate, 15 g of polyphosphoric acid and 15 ml of xylene were mixed and vigorously stirred for 30 minutes. After the reaction was finished, the reaction mixture was cooled. Water was added to the reaction mixture and the mixture was extracted with toluene. 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, the residue was recrystallized from an ethanol/hexane mixture, and thus 10.3 g of 2-benzylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one was obtained. Yield 54%.

후처리

  1. temperaturethe reaction mixture was cooled
  2. extractionthe mixture was extracted with toluene
  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 an ethanol/hexane mixture

출처 및 근거

ORD 기록
ord-782d3eda1be948168e68848e8081f808
출처 데이터셋
uspto-grants-1991_01
특허 번호
US04985432

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