Epichlorohydrin → HCID 13064030, compound

7.6 g (50 mM) 4-hydroxy-2,1,3-benzthiadiazole were dissolved in 100 ml. dioxan and mixed with 50 ml. epichlorohydrin and 55 ml. 1 N aqueous sodium hydroxide solution and the reaction mixture stirred for 4-5 hours at 55°-60° C. When the reaction was finished, the reaction mixture was diluted with 300 ml. water and extracted with chloroform. The dried chloroform solution was evaporated and the residue was chromatographed on a silica gel column (elution agent: chloroform). The residue obtained after evaporation of the elution fractions crystallized upon treatment with diisopropyl ether. There were obtained 7.2 g (69% of theory) 4-(2,3-epoxypropyloxy)-2,1,3-benzthiadiazole, which had a melting point of 65°-67° C.

1. additionthe reaction mixture was diluted with 300 ml
2. extractionwater and extracted with chloroform
3. customThe dried chloroform solution was evaporated
4. customthe residue was chromatographed on a silica gel column (elution agent: chloroform)
5. customThe residue obtained
6. customafter evaporation of the elution fractions
7. customcrystallized upon treatment with diisopropyl ether

ORD record

ord-4a7e93af69464f2bbc582b39b810da39

Source dataset

uspto-grants-1984_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04436742