Synthesis of new anionites from polyethylenepolyamine and bis(chloromethyl)diphenyl oxide

Conclusions The condensation of a bis-chloromethylated diphenyl oxide with a polyethylenepolyamine, followed by curing of the obtained gel, gave some new, mechanically strong anionites of the Ional AT type.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2609–2612, November, 1972.     

Synthesis of some derivatives of bis(chloromethyl)phosphinothionic acid

Conclusions A number of derivatives of bis(chloromethyl)phosphinothionic acid has been synthesized and the possibility of replacing the chlorine in these derivatives by iodine under the action of potassium iodide has been shown.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1644–1646, July, 1967.     

Synthesis of bis (chloromethyl)chlorophosphine

Conclusions Synthesis of bis(chloromethyl)chlorophosphine is described.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 185–186, January, 1969.The authors wish to thank B.E. Ivanov and I.M Shermergorn for kindly supplying a sample of bis(chloromethyl) phosphoryl chloride.     

Synthesis and transformations of bis(polychloroethylideneaminosulfonyl)- and bis(polychloroethylideneaminosulfonyl)-substituted derivatives of biphenyl, diphenyl oxide, and diphenylmethane

Reactions of N,N,N′,N′-tetrachlorobiphenyl-4,4′-disulfonamide, 4,4′-methylenebis(N,N-dichlorobenzenesulfonamide), and 4,4′-oxybis(N,N-dichlorobenzenesulfonamide) with 1,2-dichloroethylene and trichloroethylene open convenient synthetic approach to highly electrophilic bissulfony limines of dichloroacetic aldehyde and chloral: N,N′-bis(polychloroethylidene)biphenyl-4,4′-disulfonamides, 4,4′-methylenebis[N-(polychloroethylidene)benzenesulfonamides] and 4,4′-oxybis[N-(polychloroethylidene)benzenesulfonamides]. The synthetic opportunities of the bisazomethines obtained were demonstrated by examples of their reactions with water, methanol, chloroacetamide, and toluene where products of O-, N-nucleophiles addition to the azomethine bond and products of C-amidoalkylation of aromatic compound with imines were formed.     

Sulfuryl chloride in the synthesis of derivatives of dibenzothiophene, phenoxathiin, and thianthrene

Reactions of sulfuryl chloride with dibenzothiophene and related heterocyclic systems have been studied. It is shown that under different conditions, C-or S-halogenation of the heterocycle takes place. A series of new chlorine derivatives of dibenzothiophene, phenoxathiin and thianthrene have been synthesized and characterized.A. N. Nesmeyanov Institute of Heteroorganic Compounds, Moscow 117813. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 392–396, March, 1997.     

Synthesis of poly-3,3-bis(chloromethyl)-oxacyclobutane (penton) derivatives

The derivatives of poly-3,3-bis(chloromethyl)oxacyclobutane were prepared by the reaction of the chloromethyl group with organic alkali salts at 100–130°C. in dimethyl sulfoxide. Various reagents were used, including sodium cyanide, sodium acetate, sodium thiophenolate, sodium phenolate, sodium methoxide, sodium diethyl malonate, and potassium phthalimide. For all the substitution reactions, the infrared spectra and elementary analyses substantiated the structures of the designated products. The intrinsic viscosities of the derivatives decreased with increasing the reaction time. It was found that the ions of these salts are strong nucleophiles in dimethyl sulfoxide.     

Synthesis of N-(chloromethyl)-2,6-diethylcarbaniloyl chloride (1) and derivatives

The reaction of N-methylene-2,6-diethylbenzenamine with phosgene furnished the titled compound 1. The reaction of 1 with the potassium salts of various thiazolethiols in an acetone medium afforded the expected N-substituted 2,6-diethylthiolcarbanilates 2–6. Substituting the above thiazolethiols with the potassium salt of 2-mercaptobenzimidazole furnished a novel heterocyclic compound 7 in 98% yield. The rection of 1 with the triethylamine salt of disubstituted-dithiocarbamic acids afforded an alternate method for the synthesis of bis(N-substituted-thiocarbonyl)sulfides 8 and 9.     

On the reaction of derivatives of bis(chloromethyl)phosphonic acid with potassium iodide

Conclusions The authors have obtained derivatives of (iodomethyl)(chloromethyl)- and bis(iodomethyl)phosphonic acids by reacting derivatives of bis(chloromethyl)phosphonic acid with KI.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1597–1598, July, 1967.     

Synthesis,structure, and properties of organoplatinum(ii) derivatives of diphenyl ether

New mono- and disubstituted organoplatinum(II) derivatives of diphenyl ether,cis-(PhOC₆H₄-o)PtCl(PPh₃)₂ and (o-C₆H₄OC₆H₄-o)Pt(PPh₃)₂, were synthesized by the reaction of 2,2-dilithium diphenyl oxide withcis-Cl₂Pt(PPh₃)₂. Transmetallation of (PhOC₆H₄-o)AuPPh₃ withcis-Cl₂Pt(PPh₃)₂ was studied using³¹P NMR monitoring. This reaction proceeds with the retention of configuration to afford ClAuPPh₃ andcis-(PhOC₆H₄-o)PtCl(PPh₃)₂ under kinetically controlled conditions. The latter complex irreversibly isomerizes into thetrans isomer in the presence of equimolar quantities of ClAuPPh₃, whereas, in the presence of free PPh₃, this isomerization is reversible. The structures of the obtained diphenyl oxide derivatives of platinum were confirmed by³¹P NMR and FAB mass spectrometry. It was established by X-ray structural analysis that in thecis-(PhOC₆H₄-o)PtCl(PPh₃)₂ complex, the Pt atom is in a nearly square-planar coordination, and secondary intramolecular Pt...O interaction occurs.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 1814–1820, October, 1994.We would like to thank A. L. Blyumenfel'd and P. V. Petrovskii for recording the 31p NMR spectra, and D. V. Zagorevskii and K. V. Kazakov for measuring the mass spectrometric characteristics.This work was supported by the International Science Foundation (Project No. MDV 000).     

Synthesis of new heterocycles by oxidation of functionalized cyclic derivatives of bis(2-chlorovinyl) sulfide and selenide

Oxidation of 4-substituted 2,6-bis[(E)-chloromethylidene]thiomorpholine with hydrogen peroxide in a mixture of chloroform with acetic acid afforded the corresponding 4-R-2,6-bis[(E)-chloromethylidene]-thiomorpholine 1-oxide. The results of oxidation of bis[(E)-chloromethylidene]-1,4-dichalcogenanes under analogous conditions depended on the chalcogen nature and its position in the ring. The reaction of 2,6-bis[(E)-chloromethylidene]-1,4-dithiane gave 2,6-bis[(E)-chloromethylidene]-1,4-dithiane-1,1,4,4-tetraone, whereas 3,5-bis[(E)-chloromethylidene]-1,4-thiaselenane-1,1-dione was unexpectedly obtained from 3,5-bis[(E)-chloromethylidene]-1,4-thiaselenane. 2,6-Bis[(E)-chloromethylidene]-1,4-thiaselenane and 2,6-bis[(E)-chloromethylidene]-1,4-diselenane decomposed under the oxidation conditions.     

Synthesis and properties of bis(pyridylmethylene)mercury derivatives

The action of ammonia on - and -monomercurimethylenePyrylium perchlorates gave bis(pyridylmethylene)mercury derivatives, which undergo decomposition to the corresponding pyridine derivatives and mercuric chloride.See [1] for our preceding communication.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 887–888, July, 1981.     

Synthesis and transformations of acyloxy(chloromethyl)phosphonates and acyloxy(chloromethyl)phosphinates

The reactions ofO-phenyl chloromethylphosphonochloridate and bis(chloromethyl)phosphinous chloride with sodium acetate afford the corresponding acyloxyphosphonates and acyloxyphosphinates, which are readily transformed due to disproportionation into pyrophosphonates and pyrophosphinates. Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp 2383–2385, November, 1998.     

Synthesis of phosphorus-containing polyurethanes from oligoethers prepared from bis(chloromethyl) methylphosphine oxide and glycols

Oligoethers with hydroxyl end-groups were prepared in boiling toluene from bis(chloromethyl)methylphosphine oxide and glycols used as monosodium glycolates. From these oligoethers and diisocyanates (hexamethylenediisocyanate and 2,4-toluene-diisocyanate), phosphorus-containing polyurethanes were synthesized.