Sodium Chloride → 5-(3-Furyl)methoxy-3-benzylthio-1,2,4-thiadiazole

HRID 1392205

반응식

HRID 1392205 반응식
Cl[C:2]1[S:6][N:5]=[C:4]([S:7][CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:3]=1.[O:15]1[CH:19]=[CH:18][C:17]([CH2:20][OH:21])=[CH:16]1.[H-].[Na+].[Cl-].[Na+]>CN(C)C=O>[O:15]1[CH:19]=[CH:18][C:17]([CH2:20][O:21][C:2]2[S:6][N:5]=[C:4]([S:7][CH2:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[N:3]=2)=[CH:16]1

참가 물질

6

반응물 4

HCID 5234Sodium ChlorideHCID 204493-FuranmethanolHCID 24758Sodium hydrideHCID 121513833-(Benzylsulfanyl)-5-chloro-1,2,4-thiadiazole

생성물 1

HCID 230793975-(3-Furyl)methoxy-3-benzylthio-1,2,4-thiadiazole수율 55.9%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
0 °C

실험 절차

To 2 g of N,N-dimethylformamide, 0.243 g of 5-chloro-3-benzylthio-1,2,4-thiadiazole and 0.098 g of 3-furanmethanol were dissolved, and added 0.045 g of sodium hydride (60% in oil) at about 0° C., followed by stirring at about 0° C. for 1 hour and at room temperature for 2 hours. Then, the reaction mixture was added to saturated sodium chloride aqueous solution, and extracted with tert-butylmethylether. The organic layer was concentrated, and the residue obtaind was subjected to silica gel column chromatography to obtain 0.17 g of 5-(3-furyl)methoxy-3-benzylthio-1,2,4-thiadiazole.

후처리

  1. extractionextracted with tert-butylmethylether
  2. concentrationThe organic layer was concentrated

출처 및 근거

ORD 기록
ord-cc76016f38a04ab4a6dbbf57817c0e50
출처 데이터셋
uspto-grants-2008_03
특허 번호
US07342031B2

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