Benzothiazole-2-thiones

Other advances in the use of IR spectroscopy are (1) The substitution of sulfur by selenium, for comparison with the spectra of benzimidazole-, benzoxazole-, and benzothiazole-2-thiones 72 (80AJC279). (2) The use of IR, as a quantitative tool to determine the association (homo- and heterodimers) of thia- and oxa-diazolin-5-thiones and -5-ones 73 (80NJC527). 

Low yields (9 0%) of 4-nitro-3//-benzothiazole-2-thiones 74 were obtained by treatment of the corresponding dinitroanilines 73 in DMF with carbon disulfide in the presence of sodium hydride (Eq. 10) (81JHC1597). 

Benzothiazole-2-thiones are associated,but the predominance of the thione forms (154, R = H, Me) has been demonstrated by ultraviolet spectral comparisons wdth the methylated derivatives of both possible tautomeric forms (cf. reference 182), comparative dipole moment data, and infrared spectral data. " Ultraviolet spectroscopy has also been used to demonstrate that benzoseIenazole-2-thione exists as such. The predominance of the thione form of nonaromatic 3,4-dihydrothiazole-2-ones (155) has also been established on the basis of ultraviolet spectral evidence. ... 

In the rhodium and iridium complexes, the C-coordination, carbene function, and cyclometallated cases prevail. Benzothiazole-2-thione was studied extensively as a ligand and various situations of the exocyclic S-monodentate coordination as well as N,S-combinations in the di-, tri-, and tetranuclear species were discovered. 

Abstract This presentation is a brief review on the resnlts of our work on iodine interaction with thioamides, selenoamides and amides. The thioamides, benzothia-zole-2-thione (BZT) (1), 6-n-propyl-2-thiouracil (PTU) (2), 5-chloro-2-mercap-tobenzothiazole (CMBZT) (3), N-methyl-benzothiazole-2-thione (NMBZT) (4), benzimidazole-2-thione (BZIM) (5), thiazolidine-2-thione (TZD) (6), 2-mercapto-pyridine (PYSH) (7), 2-mercapto-nicotinic acid (MNA) (8), 2-mercapto-benzoic acid (MBA) (9) and 2-mercapto-pyrimidine (PMT) (10) react with producing three type of complexes of formulae [(HL)IJ(l2) (HL= thioamide and n= 0, 1), [(HL) [I3 ] and [(HL-L)]+[l3 ]. The interaction of seleno-amides, derived from, 6-n-propyl-2-thiouracil (RSelJ) (R= Me- (11), Et- (12), n-Pr- (13) and i-Pr- (14)) with I, have also been studied and produced the complexes [(RSeU)IJ of spoke structure. These complexes are stable in non-polar solvents, but they decompose in polar solvents, producing dimeric diselenide compounds or undertake deselenation. 

The synthesis of chloromethylthio heterocycles, e.g., 127 had been described by Goralski and Burk193 in the reaction of benzothiazole-2-thiones, 2-pyridinethiones, and 2-quinolinethiones with chlorobromomethane. In the case of l,3,4-thiadiazole-2,5-dithione, the reaction was made with the preformed alkali metal salt. 

Oxygen can be transferred from the arene oxides to nitrogen-, sulfur-, or phosphorus-containing substrates like pyridine, thiourea, N-methyl-benzothiazol-2-thione, thioacetamide, thiosemicarbazide, thiols, thio ethers, triphenylphosphine,21,160,161 etc. Parent hydrocarbons are formed as products.162 Thus the dimethoxycarbonyl oxide 269 on heating with pyridine produces 9,10-dimethoxycarbonylphenanthrene (270). The reaction of 1 or its... 

SYNS BENZOTHIAZOLE-2-THIONE 2(3H)-BENZOTHIAZOLETHIONE 2-BENZOTHIAZOLYL MERCAPTAN CAPTAX KAPTAX MBT MERCAPTOBENZOTHIAZOLE 2-MERCAPTO-BENZOTHIAZOLE 2-MERKAPTOBENZOTIAZOL 2-MERKAPTOBENZTHIAZOL NCI-C56519 PENNAC MBT POWDER ROKON ROTAX SULFADENE USAF GY-3 USAF XR-29 VULKACIT MERCAPTO... 

BENZOTHIAZOLE-2-THIONE see BDFOOO 2(3H)-BENZOTHIAZOLETHIONE see BDFOOO BENZOTHIAZOLYL DISULFIDE see BDE750 2-BENZOTHIAZOLYL DISULFIDE see BDE750 2-BENZOTHIAZOLYL MERCAPTAN see BDFOOO 2-BENZOTHIAZOLYL-N-MORPHOLINOSULFIDEsee BDGOOO... 

An industrial process for the preparation of 2-p-aminophenyl-6-methylbenzothiazole (562) (dehydrothiotoluidine) is based on the high temperature reaction of sulfur with p-toluidine (561 Scheme 297). A similar process involves the simultaneous action of sulfur and carbon disulfide on a primary arylamine. Benzothiazole-2-thione (564) (2-mercaptobenzothiazole) is synthesized industrially by reaction of aniline (563) with sulfur and carbon disulfide (Scheme 298). In this synthesis, sulfur plays the role of a dehydrogenating reagent and may be replaced by nitrobenzene. 

In this paper, we briefly review the results of our work on the iodine interaction with the thioamides benzothiazole-2-thione (BZT) (1), 6-n-propyl-2-thiouracil (PTU) (2), 5-chloro-2-mercaptobenzothiazole (CMBZT) (3), N-methyl-benzothia-zole-2-thione (NMBZT) (4), benzimidazole-2-thione (BZIM) (5), thiazohdine-2-thione (TZD) (6), 2-mercapto-pyridine (PYSH) (7), 2-mercapto-nicotinic acid (MNA) (8),... 

The literature describes a room-temperature curing epoxide made by converting a part of the epoxy function into episulfide by the addition of NMBTT (N-methyl-benzothiazole-2-thione) (74). 

Dimethy Ipropyny l-sulfonium bromide Sulfoxides, Dimethyl sulfoxide Thiirane 1-oxide Tosy Imethylisocyanide Dialkoxysulfuranes Me,N-S-NMe, (Bisdimethylamino-sulfane) Thioacetamide Benzothiazole-2-thione, 3-methyl-Thiazolium salts - bromide, N-lauryl-Et,NCSSH Thiourea, Thioureas 1 -A cety l-2-thiourea Thiourea dioxide Selenourea Thiocyanates ArN C S (NCS),... 

The reaction of benzothiazole-2-thione with chlorobromoraethane and PTC conditions gave the corresponding 2-chloromethylthio-products (Scheme 19). ... 

Raman spectroscopy continues to be an extremely useful probe for examining the structural features of diiodine [14, 15, 23] and interhalogen [24] thioamide compounds. In the pressure-tuning FT-Raman spectroscopic work reported here, structural phase transitions were detected for compounds 1, 4, and 5 at 35, 25, and 32 kbar, respectively. There was no evidence of any free I formation for any of the compounds examined under high pressures. The similarity of the FT-Raman spectra of the two pairs of compounds, 1, 2, 3, and 4, may be the result of them being closely related perturbed diiodine complexes [25]. In the case of compounds 3 and 4, it is also possible that a pressure-induced disproportionation of 3 may have occurred leading to the formation of 4, in a similar manner to the effect of pressure on [(bztzdtH) 12 (bztzdtH = benzothiazole-2-thione) [4]. Finally, the FT-Raman data show that 5 is best formulated as (thpm) ) rather than the ionic species [(thpm)IJ [l3] -... 

Oxazolidine-2-thione Benzoxazole-2-thione 3-Methylbenzoxazole-2 -thione Benzothiazole-2 -thione 3-Methylbenzothiazole-2 -thione... 

Nishio, T, Mori, Y., and Hosomi, A., Photochemical reactions of benzothiazole-2-thiones, /. Chem. Soc., Perkin Trans. I, 2197, 1993. 

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