19732-23-1Relevant academic research and scientific papers
Phosphorus-Nitrogen Compounds. Part 49. The Synthesis and Mechanism of Formation of 6-Chloro-5,6,7,12-tetrahydro-2,5,7,10-tetramethyldibenzo-diazaphosphocine 6-Oxide and 6-Sulphide
Demir, Tuersen,Shaw, Robert A.
, p. 1547 - 1552 (2007/10/02)
A reaction mechanism is proposed for the formation of the title compounds in the reactions between N,N-dimethyl-p-toluidine and phosphoryl and thiophosphoryl chlorides.The synthesis of 2,2'-methylenebis(p-toluidine) and 2,2'-methylenebis(N-methyl-p-toluidine) are described, as are their reactions with phosphoryl and thiophosphoryl chlorides.
PHOSPHORUS-NITROGEN COMPOUNDS. PART 48. THE REACTIONS OF N,N-DIMETHYLTOLUIDINES WITH PHOSPHORUS(V) CHLORIDES. FORMATION OF A NOVEL HETEROCYCLIC SYSTEM.
Cheng, Ching Yee,Shaw, Robert A.
, p. 185 - 192 (2007/10/02)
The reactions of phosphorus oxychloride, P(O)Cl3, with the three N,N-dimethyltoluidines have been studied.O-toluidine gave after suitable work-up only a "nitrogen-substituted" derivative, P(O)(NMeC6H4Me-2)(OEt)2, whilst the m-analogue gave both "nitrogen-substituted", P(O)(NMeC6H4Me-3)(OEt)2, and "carbon-substituted" products, P(O)(C6H3Me-2-NMe2-4)2(OEt), as well as two purely organic compounds, CH2(C6H3Me-2-NMe2-4)2 and CH(C6H3Me-2-NMe2-4)3.With N,N-dimethyl-p-toluidine in addition to two acyclic 'nitrogen-substituted' products, P(O)(NMeC6H4Me-4)(OEt)2 and P(O)(NMeC6H4Me-4)2(OEt), the chloro- and ethoxy-derivative of a novel eight-membered heterocyclic system, P(O)X (X = Cl or OEt), as well as two organic products, CH2(C6H3Me-5-NHMe-2)2 and CH2(C6H3Me-5-NMe2-2)-(C6H3Me-5-NHMe-2) were isolated.The reaction of thiophosphoryl chloride, P(S)Cl3, with N,N-dimethyl-p-toluidine also gave a similar heterocycle, P(S)Cl.The 1H NMR spectra are discussed and related to the X-ray crystal structures.
The preparation of some fused isothiazole derivatives
McKinnon, David M.,Duncan, K.Ann,McKinnon, Aileen M.,Spevack, Perry A.
, p. 882 - 886 (2007/10/02)
The treatment of di(2-amino-5-methylphenyl)methane with N-sulfinylmethanesulfonamide gives two materials, 3-(2-amino-5-methylphenyl)-5-methyl-2,1-benzisothiazole and what appears to be its tautomer, a 2,1-benzisothiazolo-2,1-benzisothiazole derivative.Reaction of the former with methyl iodide gives mono-, di-, and trimethyl derivatives.The second of these also possesses the symmetrical 2,1-benzisothiazolo-2,1-benzisothiazole structure.The structure of the other methylation product and of the acetylation products are discussed.Some 1,2-dithiol-3-ylidene-2-pyridylmethanes were made by condensation of 3-alkylthio-1,2-dithiolium salts with methyl 2-pyridylacetate.These demonstrate little sulfur-nitrogen interaction. 3-Methylthio-4-phenyl-1,2-dithiolium iodide reacts anomalously with methyl 2-pyridylacetate to form a quinolizinethione. 1,2-Benzisothiazolopyridinium triiodide was made by iodine oxidation of 2-(2-mercaptophenylpyridine).
Aromatic Amines and their Derivatives. Part 3. The Synthesis and Crystal Structure of 4,4'-NN'-Tetramethyl-NN'-dinitroso-2,2'-methylenedianiline
Chakrabarti, Pinakpani,Venkatesan, Kailasam,Cameron, Theodore Stanley,Demir, Tuersen,Shaw, Robert A.
, p. 206 - 211 (2007/10/02)
The synthesis of 4,4',NN'-tetramethyl-NN'-dinitroso-2,2'-methylenedianiline (1) by the route p-MeC6H4NH2 + HCHO + OH- ---> (p-MeC6H4NMe)2CH2 (7b); (7b) + acid at 70 deg C ---> 4,N-dimethyl-6-(N-methyl-p-toluidinomethyl)aniline (4b); (4b) + acid at 130 deg
