Chloroform → 2-benzylthio-6-methoxy-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one

HRID 703833

반응식

HRID 703833 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]([O:24][CH3:25])[C:18](OCCC)=O.C(Cl)(Cl)Cl>O>[CH2:8]([S:7][C:4]1[S:3][C:2]2=[N:1][CH:18]=[C:17]([O:24][CH3:25])[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

5

반응물 3

HCID 6212ChloroformHCID 992851,3,4-Thiadiazol-2-amine, 5-((phenylmethyl)thio)-HCID 71336589Propyl 3-hydroxy-2-methoxyprop-2-enoate

생성물 1

HCID 142544232-benzylthio-6-methoxy-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one수율 93%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Four (4) grams of the thus obtained 2-amino-5-benzylthio-1,3,4-thiadiazole, 3.2 g of propyl 3-hydroxy-2-methoxy-propenoate and 11 g of polyphosphoric acid were heated to 135° C. and stirred for 20 minutes. After cooling, chloroform and water were added thereto, extraction was carried out. The organic layer was washed with an aqueous sodium hydrogen carbonate solution and water, and dried over anhydrous sodium sulfate. The solvent was distilled off and the residue was washed with an ethanol/hexane mixture and 5.1 g of 2-benzylthio-6-methoxy-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one was obtained. Yield 93%. The compound was recrystallized from ethanol. m.p. 145°-147° C.

후처리

  1. temperatureAfter cooling
  2. extractionextraction
  3. washThe organic layer was washed with an aqueous sodium hydrogen carbonate solution and water
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThe solvent was distilled off
  6. washthe residue was washed with an ethanol/hexane mixture

출처 및 근거

ORD 기록
ord-ca8a64f9a8e3465db27d2aec6e5c920f
출처 데이터셋
uspto-grants-1991_01
특허 번호
US04985432

연결된 노트

불러오는 중…