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US4048315A Expired / Lapsed US ⏱️ 0.0 years remaining

Preparation of new 1,3-identically substituted-triazine-2,4-diones

Assignee: Bayer AG
•
Filing: 1976-09-09
•
Granted: 1977-09-13
•
Expires: 1996-09-09
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Abstract

Abstract New 1,3-identically substituted-triazine-2,4-diones of the formula ##STR1## in which R is alkyl with 2 to 6 carbon atoms, cycloalkyl with 5 or 6 carbon atoms, phenyl, naphthyl, or phenyl or naphthyl substituted by halogen, nitro or alkyl with 1 to 4 carbon atoms, and R 1 is hydrogen or alkyl with 1 to 4 carbon atoms, Which possess arthropodicidal and nematicidal properties, are prepared by reacting a bis-silylated carboxylic acid amide of the formula ##STR2## with an isocyanate of the formula R--N=C=O (III)

Inventors

  • 👤 Hellmut Bredereck
  • 👤 Willi Kantlehner
  • 👤 Wolfgang Kugel
  • 👤 Edgar Mohring
  • 👤 Peter Roessler

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 11:11
CPC Classifications
C; C07; C07D; C07D251/00; C07D251/02; C07D251/12; C07D251/14; C07D251/16; C07D251/20

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 61 words
A 1,3-identically substituted-triazine-2,4-dione of the formula ##STR42## in which each R is the same and is alkyl with 2 to 6 carbon atoms, cycloalkyl with 5 or 6 carbon atoms, phenyl, naphthyl, or phenyl or naphthyl substituted by halogen, nitro or alkyl with 1 to 4 carbon atoms, and R 1 is hydrogen or alkyl with 1 to 4 carbon atoms.
Claim 2
Dependent Claim 61 words
A 1,3-identically substituted-triazine-2,4-dione of the formula ##STR42## in which each R is the same and is alkyl with 2 to 6 carbon atoms, cycloalkyl with 5 or 6 carbon atoms, phenyl, naphthyl, or phenyl or naphthyl substituted by halogen, nitro or alkyl with 1 to 4 carbon atoms, and R 1 is hydrogen or alkyl with 1 to 4 carbon atoms.
Claim 3
Dependent Claim 30 words
A compound according to claim 1, in which R is phenyl, naphthyl, or phenyl substituted by chlorine, methyl or nitro, and R 1 represents hydrogen, methyl, ethyl, n-propyl or isopropyl.
Claim 4
Dependent Claim 15 words
The compound according to claim 1, wherein such compound is 1,3-di-(m-tolyl)-triazine-2,4-dione of the formula ##STR43##
Claim 5
Dependent Claim 15 words
The compound according to claim 1, wherein such compound is 1,3-di-(m-chlorophenyl)-6-ethyl-triazine-2,4-dione of the formula ##STR44##
Claim 6
Dependent Claim 15 words
The compound according to claim 1, wherein such compound is 1,3-di-isopropyl-6-n-propyl-triazine-2,4-dione of the formula ##STR45##
Claim 7
Dependent Claim 15 words
The compound according to claim 1, wherein such compound is 1,3-di-(p-chlorophenyl)-triazine-2,4-dione of the formula ##STR46##
Claim 8
Dependent Claim 15 words
The compound according to claim 1, wherein such compound is 1,3-di-(3,4-dichlorophenyl)-triazine-2,4-dione of the formula ##STR47##
Claim 9
Dependent Claim 64 words
A process for the preparation of a 1,3 identically substituted-triazine-2,4-dione, comprising reacting a bis-silylated carboxylic acid amide of the formula ##STR48## with an isocyanate of the formula R-N=C=O in which R is alkyl with up to 6 carbon atoms, cycloalkyl with 5 or 6 carbon atoms, phenyl, naphthyl, or phenyl or naphthyl substituted by halogen, nitro or alkyl with 1 to 4 carbon atoms.
Claim 10
Dependent Claim 64 words
A process for the preparation of a 1,3 identically substituted-triazine-2,4-dione, comprising reacting a bis-silylated carboxylic acid amide of the formula ##STR48## with an isocyanate of the formula R-N=C=O in which R is alkyl with up to 6 carbon atoms, cycloalkyl with 5 or 6 carbon atoms, phenyl, naphthyl, or phenyl or naphthyl substituted by halogen, nitro or alkyl with 1 to 4 carbon atoms.
Claim 11
Dependent Claim 22 words
A process according to claim 8, in which the reaction is carried out at a temperature between about 0° and 150° C.
Claim 12
Dependent Claim 37 words
A process according to claim 8, in which the reaction is carried out at a temperature between about 35° and 100° C in the presence of an inert organic solvent employing substantially equimolar amounts of the reactants.
Claim 13
Dependent Claim 27 words
A nematicidal or arthropodicidal composition containing as active ingredient a nematicidally or arthropodicidally effective amount of a compound according to claim 1 in admixture with a diluent.
Claim 14
Dependent Claim 33 words
A method of combating nematodes or arthropods which comprises applying to the nematodes or arthropods, or to a habitat thereof, a nematicidally or arthropodicidally effective amount of a compound according to claim 1.
Claim 15
Dependent Claim 17 words
The method according to claim 12 in which said compound is 1,3-di-(m-tolyl)-triazine-2,4-dione, 1,3-di-(m-chlorophenyl)-6-ethyl-triazine-2,4-dione, 1,3-di-isopropyl-6-n-propyl-triazine-2,4-dione, 1,3-di-(p-chlorophenyl)-triazine-2,4-dione, or 1,3-di-(3,4-dichlorophenyl)-triazine-2,4-dione.

References Cited (Backward Citations)

US3873540A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-09-12 1981-03-14 1981-09-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-09-12 1985-03-14 1985-09-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-09-12 1989-03-14 1989-09-13 $7700.00 Window Closed / Lapsed

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