GB793749A - Improvements in and relating to fungicidal compositions - Google Patents

Improvements in and relating to fungicidal compositions

Info

Publication number
GB793749A
GB793749A GB14589/56A GB1458956A GB793749A GB 793749 A GB793749 A GB 793749A GB 14589/56 A GB14589/56 A GB 14589/56A GB 1458956 A GB1458956 A GB 1458956A GB 793749 A GB793749 A GB 793749A
Authority
GB
United Kingdom
Prior art keywords
methyl
dodecyl
tetrahydropyrimidine
radicals
aliphatic hydrocarbon
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
GB14589/56A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Armour and Co
Original Assignee
Armour and Co
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 Armour and Co filed Critical Armour and Co
Publication of GB793749A publication Critical patent/GB793749A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/06Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

A tetrahydropyrimidine compound having the formula <FORM:0793749/IV (b)/1> wherein R is an aliphatic hydrocarbon radical having from 6 to 8 carbon atoms and R1 is a methyl radical or hydrogen is prepared by reacting N-substituted aliphatic trimethylenediamines with either acetic acid or formic acid in the absence of a solvent and at a temperature in the range of from 600 to 625 degrees Fahrenheit to produce cyclization and eliminate 2 mols. of water. Examples of the aliphatic hydrocarbon radicals include n-alkyl radicals such as hexyl, heptyl, octyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, and octadecyl; and n-alkenyl radicals such as octadecenyl, octadecadienyl, and octadecatrienyl. These n-aliphatic hydrocarbon radicals can also be employed as mixtures, as, for example, as derived from animal and vegetable oil fatty acids such as coconut oil, tallow, soybean oil and cottonseed oil. Examples of many specified compounds are 2-methyl-3-coco-3,4,5,6-tetrahydropyrimidine, 2-methyl-3-dodecyl-3,4,5,6-tetrahydropyrimidine.ALSO:A fungicidal composition contains as its essential active ingredient a compound having the formula <FORM:0793749/VI/1> wherein R is an aliphatic hydrocarbon radical having from 6 to 18 carbon atoms, and R1 is selected from the group consisting of methyl and hydrogen, together with an inert carrier. Specified examples of aliphatic radicals are:-n-alkyl radicals such as hexyl, heptyl, octyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, and octadecyl; and n-alkenyl radicals such as octadecenyl, octadecadienyl, and octadecatrienyl. The n-aliphatic hydrocarbon radicals may be a mixture derived from animal and vegetable oil fatty acids such as coconut oil, tallow, soya bean oil, and cottonseed oil. In the preferred compounds R1 is methyl and R is dodecyl and a mixture as derived from coconut oil fatty acids. Examples of many specified active ingredients are 2-methyl - 3 - coco - 3,4,5,6 - tetrahydropyrimidine, 2 - methyl - 3 - dodecyl - 3,4,5,6 - tetrahydropyrimidine.
GB14589/56A 1955-06-08 1956-05-10 Improvements in and relating to fungicidal compositions Expired GB793749A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US793749XA 1955-06-08 1955-06-08

Publications (1)

Publication Number Publication Date
GB793749A true GB793749A (en) 1958-04-23

Family

ID=22150139

Family Applications (1)

Application Number Title Priority Date Filing Date
GB14589/56A Expired GB793749A (en) 1955-06-08 1956-05-10 Improvements in and relating to fungicidal compositions

Country Status (1)

Country Link
GB (1) GB793749A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3135656A (en) * 1964-03-23 1964-06-02 Armour & Co Method of controlling bacterial fire blight disease in living plants
US3227612A (en) * 1962-07-23 1966-01-04 Pfister Chemical Works Inc Process of combatting fungal infestations with ring chlorinated pyrimidines
US3522031A (en) * 1967-12-14 1970-07-28 Pennwalt Corp Method of desiccating,defoliating,and wilting leaves with a synergistic mixture of aromatic naphtha and a substituted tetrahydropyrimidine or n-alkylaminopropylacetamide

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3227612A (en) * 1962-07-23 1966-01-04 Pfister Chemical Works Inc Process of combatting fungal infestations with ring chlorinated pyrimidines
US3135656A (en) * 1964-03-23 1964-06-02 Armour & Co Method of controlling bacterial fire blight disease in living plants
US3522031A (en) * 1967-12-14 1970-07-28 Pennwalt Corp Method of desiccating,defoliating,and wilting leaves with a synergistic mixture of aromatic naphtha and a substituted tetrahydropyrimidine or n-alkylaminopropylacetamide

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