V. I. Kelarev

Synthesis and Properties of sym-Triazine Derivatives. 18. Synthesis of N-Substituted 2,4-Diamino-6-(benzothiazolyl-2-thiomethyl)-sym-triazines

The condensation of methyl benzothiazolyl-2-thioacetate with N-substituted biguanides in the presence of sodium methylate gave 2-amino-4-(RR-amino)-6-(benzothiazolyl-2-thiomethyl)-sym-triazines. In a number of cases the 1,1-disubstituted 5-(benzothiazolyl-2-thioacetyl)biguanides could also be separated and these could be cyclized by refluxing in DMF to the corresponding substituted sym-triazines described. The latter type of compound was also synthesized by treating 2-amino-4-trichloromethyl-6-(benzothiazolyl-2-thiomethyl)-sym-triazine with primary and secondary aliphatic and heterocyclic amines or by the reaction of N-substituted 2,4-diamino-6-chloromethyl-sym-triazines with 2-mercaptobenzothiazole.

Synthesis of mono- and disubstituted Δ2-imidazolines containing fragments of sterically hindered phenol

Condensation of hydrochlorides of immoesters of acids of the stencally hindered phenol series with ethylenediamine and N-monosubstituted ethylenediamines was used to synthesize 2-substituted and 1,2-disubstituted Δ2-imidazolines containing fragments of 2,6-di(tert-butyl)phenol.

1,2-Disubstituted imidazolines with heterocyclic fragments as antimicrobial additives for jet fuels

The most promising and convenient method for protecting hydrocarbon fuels against damage by microorganisms is the use of antimicrobial additives that are effective for extended periods in the storage and transportation of fuels. Imidazoline derivatives manifest high biocidal activities in petroleum distillate fuels, with the activity depending considerably on the nature and structure of the radicals linked to the imidazoline ring. One example of a highly effective additive is AID 9-12, the basic components of which are 1,2-disubstituted imidazolines obtained by the condensation of polyethylenepolyamines with an n-C{sub 9} - C{sub 12} fraction of synthetic fatty acids. At low concentrations in jet fuels, this additive exhibits high activities against microbial damage without having any adverse effects on the physicochemical or service properties of the fuels. Also effective as antimicrobial additives for jet fuels are imidazolines with sterically hindered phenol fragments or with naphthyl or benzyl radicals. In our search for effective antimicrobial additives, we have investigated a series of 1,2-disubstituted imidazolines with heterocyclic fragments. In this paper, we report the results of our investigation.

Synthesis of Derivatives of of Δ2-Imidazolin-5-one and Imidazolidine Containing Residues of Sterically-hindered Phenols

Abstract1-Substituted 4-benzylidene-2-{β-[3,5-di(tert-butyl)-4-hydroxyphenyl]vinyl}-4-benzylidene-Δ2-imidazolin-5-ones have been synthesized by the interaction of azomethines and N-acylhydrazones (derivatives of 3,5-di(tert-butyl)-4-hydroxybenzaldehyde) with 4-benzylidene-2-methyloxazol-5-one. The acylation of 1,2-bis[3,5-di(tert-butyl)-4-hydroxybenzylideneamino]ethane with acid chlorides in acetonitrile in the presence of triethylamine leads to 1,3-diacyl-2-[3,5-di(tert-butyl)-4-hydroxyphenyl]imidazolidine.

Search for a Catalyst for Alkylation of Phenols by Olefins

Alkylphenols (AP( containing branched alkyl groups in the ortho position to the OH group and their various functional derivatives can effectively protect hydrocarbon fuels, lube oils, rubber, and other polymer materials from oxidation [ ]1–3]. They are obtained with high (≥90%) selectivity, usually by reacting phenol with olefins in the presence of aluminum triphenolate as catalyst [4].

Sulfides of the sym-triazine series as oil-soluble corrosion inhibitors

The protective properties of I—40 industrial and M—11 motor oils containing N—substituted 2,4—diamino—6—alkylthio— and 2—amino—4,6—dialkylthio—sym—triazones as corrosion inhibitors are investigated. It is shown that some of these compounds are more effective than the industrial corrosion inhibitor Penazolin 10—16 — a mixture of 1,2—disubstituted imidazolines obtained by condensation of C10—C16 synthetic fatty acids ( SFA) with polyethylenepolyamines.

Stabilization of distillate fuels in storage

Research on the search for and development of highly efficient stabilizers for distillate hydrocarbon fuels based on nitrogen-containing heterocyclic compounds with two and three heteroatoms and derivatives of sterically hindered phenols is generalized in the present review.

Stabilization of ecologically clean diesel fuel by means of combinations of additives

hydroxy-3,5-di-tert-butylbenzylamine), and a mixture of the two additives (Ionol + OMI). These were used in combinations with metal deactivators, all of which were sterically hindered phenol derivatives: I) 1,4-bis(4-hydroxy-3,5-di-tertbutylbenzyl)piperazine; II)2-(4-hydroxy-3,5-di-tert-butylbenzylthio)benzothiazole; III)4-hydroxyl-3,5-di-tert-butylbenzyl ester of N,N-dimethyldithiocarbamic acid; IV,V) N-substituted (4-hydroxy-3,5-di-tert-butylbenzylidene)amines; VI) 1-(4-hydroxy3,5-di-tert-butylbenzylidene)-4-phenylthiosemicarbazide. The general formulas of these metal deactivators are as follows:

Synthesis and properties of furan derivatives. 4. Synthesis of 2,5-disubstituted 1,3,4-oxadiazoles containing furan fragments

The condensation of hydrochloride sats of iminoesters of furan acids with hydrazides of carboxylic acids gives 2,5-disubstituted 1,3,4-oxadiazoles containing furan fragments. Such compounds are also formed in the condensation of hydrazides of 5-R-furan-2-carboxylic acids with hydrocloride salts of carboxylic acid iminoesters. The reaction of furan acids with hydrazine dihydrochloride in polyphosphoric acid gave symmetrically disubstituted 1,3,4-oxadiazoles containing furan fragments.