CH253646A - Process for the preparation of 2- (3 ', 5'-diiodo-salicoylamino) -4-methyl-thiazole. - Google Patents

Process for the preparation of 2- (3 ', 5'-diiodo-salicoylamino) -4-methyl-thiazole.

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Publication number
CH253646A
CH253646A CH253646DA CH253646A CH 253646 A CH253646 A CH 253646A CH 253646D A CH253646D A CH 253646DA CH 253646 A CH253646 A CH 253646A
Authority
CH
Switzerland
Prior art keywords
thiazole
methyl
salicoylamino
diiodo
preparation
Prior art date
Application number
Other languages
German (de)
Inventor
Ag Sandoz
Original Assignee
Ag Sandoz
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ag Sandoz filed Critical Ag Sandoz
Publication of CH253646A publication Critical patent/CH253646A/en

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  • Thiazole And Isothizaole Compounds (AREA)

Description

  

  Verfahren     zur    Herstellung von     2-(3',5'-Dijod-salicoylamino)-4-methyl-thiazol.       Das vorliegende Patent betrifft ein Ver  fahren zur Herstellung von     2-(3'-5'-Dijod-          sa.licoy        lamino)-4-methyl-thiazol,    welches da  durch gekennzeichnet ist, dass man     3,5-Di-          jodsalicylsäurechlorid    auf     2-Amino-4-methyl-          thiazol    einwirken     lä,sst.     



       Beispiel:          3.5    g     2-Amino-4-methyl-thiazol    werden in       55        ern"    trockenem Chloroform gelöst. Unter  gutem Rühren werden 44g durch Kristalli  sation gereinigtes     3,5-Dijod-salicylsäurechlo-          rid,    welches in 220     ern3    Chloroform gelöst  ist, innerhalb 15 Minuten     portionenweise    zu  gegeben.

   Während der Zugabe des     Dijod-,sali-          cy        lsäurechlorids    wird die Temperatur     all-          mählich    gegen 50  gesteigert. Schliesslich  wird die Reaktion durch dreistündiges Ko  chen am     Rückfluss    beendet. Man lässt erkal  ten und putscht das     feinkörnig    ausgefallene       Reaktionsprodukt    ab. Man wäscht mit Was  ser und kristallisiert aus Eisessig um. Durch  wiederholtes     Umkristallisieren    aus Methanol  wird die Substanz gereinigt.

   Sie kristallisiert  in schönen, hellgelben Prismen vom     Smp.     226  C     (korr.).    Sie besitzt die Formel:  
EMI0001.0031     
    Analyse:  Bruttoformel     C,,H802N2SJ2.     



       Ber.    C 27,2; H 1,6; N 5,7; J     52,2,%.          Gef.    C 27,3; 11<B>1,9;</B> N 5,7; J 52,4%.



  Process for the preparation of 2- (3 ', 5'-diiodo-salicoylamino) -4-methyl-thiazole. The present patent relates to a process for the production of 2- (3'-5'-Dijod- sa.licoy lamino) -4-methyl-thiazole, which is characterized by the fact that 3,5-Diiodosalicylic acid chloride on 2 -Amino-4-methyl-thiazole to act, sst.



       Example: 3.5 g of 2-amino-4-methyl-thiazole are dissolved in 55% dry chloroform. With thorough stirring, 44 g of 3,5-diiodosalicylic acid chloride, which has been purified by crystallization and dissolved in 220% of chloroform, are dissolved within Added in portions for 15 minutes.

   During the addition of the diiodo-, salicylic acid chloride, the temperature is gradually increased to 50%. Finally, the reaction is ended by boiling under reflux for three hours. It is allowed to cool and the fine-grained reaction product is popped off. It is washed with water and recrystallized from glacial acetic acid. The substance is purified by repeated recrystallization from methanol.

   It crystallizes in beautiful, light yellow prisms with a melting point of 226 C (corr.). It has the formula:
EMI0001.0031
    Analysis: Gross Formula C ,, H802N2SJ2.



       Ber. C 27.2; H 1.6; N 5.7; J 52.2%. Found C, 27.3; 11 1.9; N 5.7; J 52.4%.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von 2-(3',5'-Di- jod-salicoyiamino)-4-methyl-thiazol, dadurch gekennzeichnet. dass man 3,5-Dijod-salicyl- säurechlorid auf 2-Amino-4-methyl-thiazol einwirken lässt. PATENT CLAIM: Process for the production of 2- (3 ', 5'-Di-iodo-salicoyiamino) -4-methyl-thiazole, characterized. that one lets 3,5-diiodosalicylic acid chloride act on 2-amino-4-methyl-thiazole. Die neue Verbindung von der Formel EMI0001.0043 besteht aus hellgelben Prismen vom Smp. 226 C (korr.). Analyse: Bruttoformel C"H802N-#SJ2. Ber. C 27,2; H 1,6; N 5,7; J 52,2.%. Gef. C 27,3; H 1,9; N 5,7; J 52,4%. Dae. 2-(3',5'-Dijad-salicoylamino)-4-methyl- thiazol soll als Fungicid Verwendung finden. The new compound of the formula EMI0001.0043 consists of light yellow prisms with a melting point of 226 C (corr.). Analysis: Gross Formula C "H802N- # SJ2. Calc. C 27.2; H 1.6; N 5.7; I 52.2.%. Found C 27.3; H 1.9; N 5.7 ; J 52.4%. Dae. 2- (3 ', 5'-Dijad-salicoylamino) -4-methylthiazole is said to be used as a fungicide.
CH253646D 1945-12-07 1945-12-07 Process for the preparation of 2- (3 ', 5'-diiodo-salicoylamino) -4-methyl-thiazole. CH253646A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH246984T 1945-12-07
CH253646T 1945-12-07

Publications (1)

Publication Number Publication Date
CH253646A true CH253646A (en) 1948-03-15

Family

ID=25729155

Family Applications (1)

Application Number Title Priority Date Filing Date
CH253646D CH253646A (en) 1945-12-07 1945-12-07 Process for the preparation of 2- (3 ', 5'-diiodo-salicoylamino) -4-methyl-thiazole.

Country Status (1)

Country Link
CH (1) CH253646A (en)

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