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

HRID 1073794노트

반응식

HRID 1073794 반응식
[NH2:1][C:2]1[S:3][C:4]([S:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])=[N:5][N:6]=1.[OH:15][CH:16]=[C:17]([O:24][CH3:25])[C:18](OCCC)=O.O>C(Cl)(Cl)Cl>[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)[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

참가 물질

5

반응물 3

HCID 962WaterHCID 5344581,3,4-Thiadiazole, 2-amino-5-(heptylthio)-HCID 71336589Propyl 3-hydroxy-2-methoxyprop-2-enoate

생성물 1

HCID 156107952-heptylthio-6-methoxy-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one수율 64%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

A mixture of 4.7 g of 2-amino-5-heptylthio-1,3,4-thiadiazole, 3.3 g of propyl 3-hydroxy-2-methoxy-2-propenoate and 12 g of polyphosphoric acid was heated to 130°~135° C. and stirred for 30 minutes. After cooling, water and chloroform were added to the mixture and extraction was carried out. The organic layer was washed with a sodium hydrogen carbonate aqueous solution and water respectively, and dried over anhydrous sodium sulfate. The solvent was distilled off, and the residue was separated by silica gel column chromatography using an ethyl acetate/toluene mixture as an eluent. Thus 4.0 g of 2-heptylthio-6-methoxy-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one was obtained. m.p. 68°~71° C. Yield 64%.

후처리

  1. temperaturewas heated to 130°~135° C.
  2. temperatureAfter cooling
  3. washThe organic layer was washed with a sodium hydrogen carbonate aqueous solution and water respectively
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThe solvent was distilled off
  6. customthe residue was separated by silica gel column chromatography

출처 및 근거

ORD 기록
ord-3183bf8a420b4cbe81eb3c438a2e3056
출처 데이터셋
uspto-grants-1990_11
특허 번호
US04971971

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