Structure of phenyl isothiocyanate and methyl isothiocyanate sulfides was written by Paranjpe, M. G.. And the article was included in Indian Journal of Chemistry in 1968.Computed Properties of C13H10N2S This article mentions the following:
“Phenyl isothiocyanate sulfides” (I) or “methyl isothiocyanate sulfide” (II) gave the tabulated RNHCSNHR1 (III) when treated with R1NH2 in “sulfide”-amine ratios 1:>2. Reaction of I or II with R1NH2 in ratios 1:<1 90-120 min. gave, resp., R1NHCSNPhCSNHPh (IV) or R1NHCSNMeCSNHMe (V) as well as III. Refluxing CHCl3 was used with I; with II the reaction temperature was 100°, but no solvent was used (reactant “sulfide”, R1, R, m.p. of IV or V, and m.p. of III given): I, PhCH2, Ph, 129°, 148; I, cyclohexyl, Ph, 135°, 149°; I, Bu, Ph, 145°, 68°; I, sec-Bu, -, 140°, -; II, PhCH2, PhCH2, 109°, 149° [also obtained was III (R = Me), m. 78°]; II, cyclohexyl, cyclohexyl, 138°, 179°. [TABLE OMITTED] On warming IV (R1 = PhCH2) (VI) with Na plumbite solution desulfurization was observed. Boiling VI with aqueous MeNH2 afforded III (R = Ph, R1 = Me) and III (R = Ph, R1 = PhCH2). VI (1 g.), 0.8 ml. PhCH2Cl, and 20 ml. EtOH, refluxed 5 hrs. gave the 3-benzyl analog, m. 154° (EtOH), which with alc. NH4OH decomposed into III (R = Ph, R1 = PhCH2). VI (2 g.) in 40 ml. dry CHCl3, treated with Br in CHCl3 until color persisted, yielded a hydrobromide, m. 228°, which on basification yielded the free base, 2-phenylaminobenzothiazole, m.p. and mixed m.p. 158°. Thus the identity of VI was determined A mixture of 8 g. 1,3-dimethylthiourea, 8 ml. PhCH2Cl, and 50 ml. EtOH was refluxed 90 min., cooled, basified (NH4OH), and extracted with C6H6. The dried extract was kept overnight with 8 ml. CS2 and treated with 12 g. Br in 40 ml. C6H6 to give a hydrobromide, m. 236°, which on NH4OH basification gave 3.8 g. 4-methyl-5-methylimino-1,2,4-dithiazolidine-3-thione (II), m. 86° (identical with an authentic sample), which on warming with EtOH yielded the isomer (VII), m.p. and mixed m.p. 120° (Freund, 1904, 1895). Ir spectra of I and II are reported. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Computed Properties of C13H10N2S).
N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, π-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system. The nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.Computed Properties of C13H10N2S
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica