酰胺基硫脲.ppt

The reaction of acylhydrazi de ( 1) wit h KSCN in aq. HClunder microwave irradiation gave 1-acylthiosemicarba-zides 2 . Shi, H.; Wong, Z. Y.; Shi, H.; Zhang, Z. Youji Huaxue, 1996, 16, 242; Chem Abstr 1996, 125, 142224z. Treatment of thiosemicarbazid e 3 wit h acyl halides in aprotic polar solvent afforded compoun d 2, thus,EtCOCl was gra dually added to a mixture of 3 and N ,N-dimethylacetamide to giveEtCONHNHCSNH2 Bansho, T.; Kita, M. Jpn. Kokai Tokkyo Koho JP, 1994;Chem Abstr 1995, 122, 264931s. ArCONHNH2 in EtOH was saturated wit h dry HCl ,the sa lt dissolved in EtOH and reacted with NHSCN,the mixture was heated to giv e 2 Cortiguera, G. A. Fis Nat Madrid 1963, 57, 293; Chem Abstr 1964, 60, 52710a. Lora-Tamayo, M.; Alonso, G.; Madronero, R. Bull Soc Chim Fr 1962, 1020. Equivalent amounts of thiosemicarbazide 3 and RCOCl 4 in acetone were treated with NaHCO3 to give acylthiosemicarbazides 2 , Takagi, S.; Sugii, A. Yakugaku Zasshi 1958, 78, 280;Chem Abstr 1958, 52, 65816f. Ohta, M.; Higashijima, T. Yakugaku Zasshi, 1952, 72, 376; Chem Abstr 1953, 47, 22281g. Heating acylhydrazide 1 in HCl with KSCN gaveacylthiosemi carbazides 2 , Ohta, M. Yakugaku Zasshi 1952, 72, 1636; Chem Abstr1953, 47, 54879h. Refluxing substitut ed benzoyl chlor ide with hydrazineand then with ammonium thiocyanate in ethanol in thepres ence of hydrochloric acid led to the formation ofacylthiosemi carbazides 2 Also, acyl thiosemicarbazid es 2 were obtaine d viainteract ion between thiosemicarbazid e (3 ) and substi-tuted acid chloride 4 in pyridine . Fox, H. J Org Chem 1952, 17, 555. On the other hand, acylthiosemicatbaz ides2 were pre-pared by the reaction of thiosemicarbazide 3 with ali-phatic carboxy lic acids 5 , Beyer, H.; Kroeger, C. F.; Busse, G. Ann 1960, 637, 135.. Refluxing equimolar amounts of thiosemicar bazide 3 and acetic anhydride in chlorofo rm gave 1-acetylthio-semicarbazide 2. Ban, S. J Pharm Soc Jpn 1953, 73, 533; Chem Abstr 1954,48, 9361e.Bey