| 摘要 |
1,209,629. 4H - Pyrimido[2,1-6] - benzothiazole and -benzoxazole derivatives. CIBA Ltd. 28 Nov., 1967 [29 Nov., 1966; 19 Oct., 1967], No. 54083/67. Heading C2C. Novel 4H-pyrimido[2,1-6]-benzothiazole and -benzoxazole derivatives of the general formula wherein X is an oxygen or sulphur atom; R 2 is a free carboxyl, cyano, carbamoyl, hydrazinocarbonyl, or C 2-5 carboalkoxy or C 2-4 alkanoyl group; Y is a sulphur or oxygen atom or an imino group; R 1 is a hydrogen atom or an aliphatic or cycloaliphatic hydrocarbon radical or an aryl group; and Ar is an at most bicyclic 1,2-arylene radical, optionally substituted by one or more substituents selected from C 1-4 alkyl, C 2-4 alkenyl, C 1-4 alkoxy, C 1-4 alkylenedioxy, aryloxy, ar-C 1-4 -alkoxy, C 1-4 alkylthio, trifluoromethyl, nitro, free amino, C 1-4 alkylamino, di-C 1-4 -alkylamino, free or esterified carboxyl, aryl, aryl-C 1-4 -alkyl, halogen, acylamino, carbamoylamino, thiocarbamoylamino, phenylsulphonylamino (with phenyl being optionally substituted as Ar), cyano, carbamoyl, hydrazinocarbonyl, free sulpho or sulphamoyl radical; and salts thereof, are prepared by cyclization of a benzothiazole or benzoxazole of the general formula wherein R is a group of the formula -C(= Y 1 )Y 2 (wherein Y 1 is an oxygen atom and Y 2 is a C 1-4 alkoxy, C 1-4 alkylthio or esterified hydroxy group or a halogen atom, or wherein Y 1 and Y 2 are together #N), or a tautomer thereof, followed optionally by salification. Pharmaceutical compositions having antifungal and antiviral activity comprise, as active ingredient, a 4H-pyrimido[2,1-b]-benzothiazole or -benzoxazole derivative as defined above together with a pharmaceutically acceptable carrier. Diethyl N-(2-benzothiazolyl)-aminomethylenemalonate derivatives are prepared by reaction of a 2-amino-benzothiazole derivative with diethyl ethoxymethylene-malonate. 2-Amino-4- phenyl - benzothiazole and 2 - amino - 4 - (4 chlorophenyloxy) - benzothiazole are prepared by reaction of N-(2-biphenylyl)-thiourea and 2 - (4 - chlorophenyloxy) - phenyl - thiourea, respectively, with bromine in chloroform. 2 - (4 - Chlorophenyloxy) - phenyl - thiourea is prepared by reaction of 2-(4-chlorophenyloxy)- phenyl isothiocyanate with concentrated aqueous ammonia.
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