CS217692B1 - Method of preparation of the 2-hydroxybenzothiazole - Google Patents
Method of preparation of the 2-hydroxybenzothiazole Download PDFInfo
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- CS217692B1 CS217692B1 CS299881A CS299881A CS217692B1 CS 217692 B1 CS217692 B1 CS 217692B1 CS 299881 A CS299881 A CS 299881A CS 299881 A CS299881 A CS 299881A CS 217692 B1 CS217692 B1 CS 217692B1
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- CS
- Czechoslovakia
- Prior art keywords
- hydroxybenzothiazole
- formula
- potassium
- preparation
- benzothiazolylsulfonate
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
zolylsulfonanu draselného vzorca IIof potassium zolylsulfonate of formula II
a kyselinou chlóroctovou vzorca IIIand chloroacetic acid of formula III
C1-CH2COOH (III) vo vodnom prostředí za dobu 4 hodin. Připravená zlúčenina sa používá ako medziprodukt pri syntéze látok pósobiacich specificky na zvyšovanie obsahu cukru v cukrovej repe.C1-CH 2 COOH (III) in aqueous medium for 4 hours. The prepared compound is used as an intermediate in the synthesis of substances specifically acting to increase the sugar content of sugar beet.
Predmetom vynálezu je příprava 2-hydroxybenzotiazolu z 2-benzotiazolylsulfonanu draselného. Uvedená zlúčenina sa používá ako medziprodukt pri syntéze látok pósobiacich špecificky na zvyšovanie obsahu cukru v cukrovej repe. (DAmico J. J., U.S. pat. 576512). 2-Hydroxybenzotiazol bol doteraz připravovaný kyslou hydrolýzou 2-benzotiazolylsulfonanu draselného za dobu 10 hodin. Výťažky sa pohybovali medzi 60—70 %. (Efros L. S., Davidenko L. R., Zurn. obšč. chim. 21, 2046 (1951); Rožková N. K„ Tsukervanik I. P., Chim. žur. 6, 51 (1961), Tashpulatov J., Dokl. Akad. Nauk USSR 20, 22 - 1963).It is an object of the invention to prepare 2-hydroxybenzothiazole from potassium 2-benzothiazolylsulfonate. Said compound is used as an intermediate in the synthesis of substances specifically acting to increase the sugar content of sugar beet. (DAmico J.J., U.S. Pat. 5,76512). To date, 2-hydroxybenzothiazole has been prepared by acid hydrolysis of potassium 2-benzothiazolylsulfonate for 10 hours. The yields varied between 60-70%. (Efros LS, Davidenko LR, Zurn. Chim. 21, 2046 (1951); Rozkova N.K. Tsukervanik IP, Chim. J. 6, 51 (1961), Tashpulatov J., Akad. Nauk USSR 20 , 22-1963).
Teraz sme zistili, že 2-hydroxybenzotiazol vzorca možno pripraviť z 2-benzotiazolylsulfonanu draselného reakciou s kyselinou chlóroctovou v priebehu 4 hodin v 96 % výťažku. Uvedená reakcia sa uskutečňuje vo vodnom prostředí pri teplote varu reakčnej zmesi.We have now found that 2-hydroxybenzothiazole of the formula can be prepared from potassium 2-benzothiazolylsulfonate by reaction with chloroacetic acid for 4 hours in 96% yield. The reaction is carried out in an aqueous medium at the boiling point of the reaction mixture.
OHOH
PříkladExample
2-Hydroxybenzotiazol2-hydroxybenzothiazole
K 0,1 molu (25,3 g) 2-benzotiazolylsulfonanu draselného sa prileje 500 ml vody. K tomu sa prileje roztok 0,2 molu (19,2 g) kyseliny chlóroctovej, rozpuštěnéj v 20 ml etanolu. Zmes sa nechá reagovať pri teplote varu 4 hodiny. Vylúčené kryštáliky 2-hydroxybenzotiazolu sa premyjú studenou vodou, t. t. 134 až 136 °C. Po kryštalizácii z acetonu t. t. 136 až 138 °C. Výťažok 95%.To 0.1 mol (25.3 g) of potassium 2-benzothiazolylsulfonate was added 500 ml of water. To this was added a solution of 0.2 mol (19.2 g) of chloroacetic acid dissolved in 20 ml of ethanol. The mixture is allowed to react at boiling point for 4 hours. The precipitated crystals of 2-hydroxybenzothiazole are washed with cold water, m.p. t. Mp 134-136 ° C. After crystallization from acetone t. t. Mp 136-138 ° C. Yield 95%.
Sumárny vzorec: C7H5NSO M. h. 151,15 Analýza: Vyp. %C: 55,67 Zist. %C: 55,42 %H: 3,33 %H: 3,18 %N: 21,23 %N: 21,03 %S: 10,58 %S: 10,32Summary formula: C7H5NSO M. h. 151.15 Analysis: Off. % C: 55.67 Found. % C: 55.42% H: 3.33% H: 3.18% N: 21.23% N: 21.03% S: 10.58% S: 10.32
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS299881A CS217692B1 (en) | 1981-04-21 | 1981-04-21 | Method of preparation of the 2-hydroxybenzothiazole |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS299881A CS217692B1 (en) | 1981-04-21 | 1981-04-21 | Method of preparation of the 2-hydroxybenzothiazole |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS217692B1 true CS217692B1 (en) | 1983-01-28 |
Family
ID=5368782
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS299881A CS217692B1 (en) | 1981-04-21 | 1981-04-21 | Method of preparation of the 2-hydroxybenzothiazole |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS217692B1 (en) |
-
1981
- 1981-04-21 CS CS299881A patent/CS217692B1/en unknown
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