2-(3-Pyridyl)-5-thiazolecarboxamides

• US 4,260,765 A
• Filed: 06/05/1979
• Issued: 04/07/1981
• Est. Priority Date: 05/05/1971
• Status: Expired due to Term

• Current Assignee: Uniroyal Chemical Company Inc
• Original Assignee: Uniroyal, Inc. (Compagnie Generale DES Etablissements Michelin SCA)
• Inventors: Harrison, William A., Hubbard, Winchester L., Grahame, Robert E. Jr.
• Primary Examiner(s): Rotman, Alan L.
• Application Number:
  US06/045,809
• Time in Patent Office: 672 Days
• Field of Search: 546/280
• US Class Current: 546/270.4
• CPC Class Codes: A01N 43/78 1,3-Thiazoles; Hydrogenated 1,3-thiazoles
• CPC Class Codes: C07D 417/04 directly linked by a ring-member-to-ring-member bond

Abstract

Certain 2-(3-pyridyl) thiazoles are useful for the control of insects, and are particularly effective against aphids. Many of these thiazoles are new compounds.

Claims

1. A compound having the general formula ##STR47## wherein R₈ and R₉ are independently selected from the group consisting of (1) hydrogen;

(2) alkyl, alkenyl, hydroxyalkyl, alkoxyalkyl, aminoalkyl, alkylaminoalkyl containing up to 8 carbon atoms;

(3) C₅ to C₈ cycloalkyl; and

(4) C₆ -C₁₀ aryl, haloaryl, aralkyl, alkaryl.

2. The compound of claim 1 wherein R₈ and R₉ are both H.

3. The compound of claim 1 wherein R₈ is H and R₉ is methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, hexyl, octyl, tert-octyl, cyclohexyl, benzyl, hydroxyethyl, aminoethyl, dimethyl aminopropyl, methoxypropyl, phenyl or p-chlorophenyl.

4. The compound of claim 1 wherein R₈ and R₉ are the same and are methyl, ethyl, isopropyl, allyl or isobutyl.

5. The compound of claim 1 wherein R₈ is methyl and R₉ is hydrooxyethyl.

6. The compound of claim 1 wherein R₈ is ethyl and R₉ is phenyl.

7. The compound of claim 1 wherein said compound is N,4-dimethyl-2-(3-pyridyl)-5-thiazolecarboxamide.

8. The compound of claim 1 wherein said compound is N-ethyl-4-methyl-2-(3-pyridyl)-5-thiazolecarboxamide.

9. The compound of claim 1 wherein said compound is N, N,4-trimethyl-2-(3-pyridyl)-5-thiazolecarboxamide.

10. The compound of claim 1 wherein said compound is N,N-diethyl-4-methyl-2-(3-pyridyl)-5-thiazolecarboxamide.