Abstract
Thiocarbamoylation of hydrazones of aromatic aldehydes with tetramethylthiuram disulfide (TMTD) afforded diarylaldazines, 4,4-dimethylthiosemicarbazide, and 5-dimethylamino-1,3,4-thiadiazole-2-thiol. In addition, the reaction of TMTD with salicylaldehyde hydrazone yielded symmetrical thiocarbonyldihydrazone of salicylaldehyde, whereas the reactions withp-bromobenzaldehyde andm-nitrobenzaldehyde hydrazones affordedp-bromo-N,N-dimethyl-andN,N-dimethyl-m-nitrothiobenzamides, respectively. Possible pathways of formation of the resulting products are discussed.
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References
Luu Van Boi,Izv. Akad. Nauk, Ser. Khim., 2000, 334 [Russ. Chem. Bull., 2000,49, 335 (Engl. Transl.)].
Luu Van Boi,Izv. Akad. Nauk, Ser. Khim., 2000, No. 4 [Russ. Chem. Bull., 2000,49, No. 4 (Engl. Transl.)].
Luu Van Boi, H. Al-Ebaisat, M. Botnaru, and N. Barba,Anale stiintifice, ser. Stiinte chimico-biologie, Universitetea State Moldova, Chisinau, 1998, 65.
I. Gutu, L. V. Boi, and N. Barba, inConferenta de chemie si ingenerie chimica, Universitetea Politehnica, Bucuresti, 1995,2, 516.
Luu Van Boi, I. D. Korzha, and N. A. Barba,Izv. Akad. Nauk, Ser. Khim., 1999, 771 [Russ. Chem. Bull., 1999,48, 767 (Engl. Transl.)].
Luu Van Boi, A. P. Zadorozhnyi, and N. A. Barba,Izv. Akad. Nauk, Ser. Khim., 1999, 743 [Russ. Chem. Bull., 1999,48, 739 (Engl. Transl.)].
I. Gutu, Luu Van Boi, V. Lungu, and M. Tomoiaga,Materialele conferientiei corpului didactia-stiinfic pe anii 1993–1994, Universitetea State Moldova, Chisinau, 1995,1, 198.
Ya. Gutsu, A. Megkhezzi, G. M. Petov, G. I. Zhungietu, and L. V. Boi, inSintez, modifikatsiya i issledovanie polimernykh i koordinatsionnykh soedinenii (voprosy khimii i khimicheskoi tekhnologii) [Synthesis, Modification, and Studies of Polymeric and Coordination Compounds (Problems of Chemistry and Technology)], Shtiintsa, Kishinev, 1989, 117 (in Russian).
Ya. E. Gutsu, L. V. Boi, and N. A. Barba, inSostoyanie i perspektivy razvitiya assortimenta khimicheskikh reaktivov dlya vazhneishikh otraslei narodnogo khozyaistva i nauchnykh issledovanii, Tez. dokl. III Vsevoyuzn. soveshch. po khimicheskim reaktivam [Present State and Prospects of Extension of the Assortment of Chemical Reagents Used in Different Branches of Industry and Science; Abstract of Papers, III All-Union Conf. on Chemical Reagents], Ashkhabad, 1989,2, 3 (in Russian).
B. V. Ioffe, M. A. Kuznetsov, and A. A. Potekhin,Khimiya organicheskikh proizvodnykh gidrazina [Chemistry of Organic Hydrazine Derivatives], Khimiya, Leningrad, 1979, 207 pp. (in Russian).
M. Yokoyama and T. Imamoto,Synthesis, 1984, 797.
R. N. Hurd and G. De Lamater,Chem. Rev., 1961, 45.
M. M. Clifford and J. G. Lichty,J. Am. Chem. Soc., 1932,54, 1163.
V. Z. Shirinyan, L. I. Belen'kii, and M. M. Krayushkin,Izv. Akad. Nauk, Ser. Khim., 1999, 2197 [Russ. Chem. Bull., 1999,48, 2171 (Engl. Transl.)].
Th. Curtius and H. Franzen,Ber., 1902,35, 3237.
Th. Curtius and A. Lublin,Ber., 1900,33, 2460.
Eur. Pat. 135713,Chem. Abstrs., 1985,103, 76243.
W. Bosche,Ber., 1901,34, 4297.
T. Curtius and H. Melsbach,J. Prakt. Chem., 1910,81, 532.
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For Part 5, see Ref. 1.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 343–346, February, 2000.
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Boi, L.V., Floria, V. Thiocarbamoylation of amine-containing compounds. Russ Chem Bull 49, 344–347 (2000). https://doi.org/10.1007/BF02494686
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DOI: https://doi.org/10.1007/BF02494686