5‐Amino‐3‐anilino‐1H‐pyrazole‐4‐carbonitrile 1 was alkylated with various halo reagents under phase transfer conditions to give the corresponding imidazopyrazole derivatives 2a , 2b , 2c , 3 , 4 , 5 , 6 . Pyrazolo[1,5‐a] pyrimidine derivatives 11 , 12 , 13 , 14 were prepared by treating compound 1 with different dicarbonyl reagents, namely, diethymalonate, ethyl 3‐oxo‐3‐phenylpropanoate, pentane‐2,4‐dione or ethyl 3‐oxobutanoate.

AbstractReaction of aminopyrazolecarbonitrile (I) with formic acid, formamide, thioacetamide, carbon disulfide and iso(thio)cyanates provides access to a variety of pyrazolo‐fused pyrimidines.

A novel synthesis of pyrazolopyrimidine derivatives was reported wherein 5-amino-1-benzoyl-3-(methylthio)-1H-pyrazole-4-carbonitrile was treated with formic acid, formamide, thioacetamide, carbon disulfide, and phenylisocyanate and phenylisothiocyanate.

1-Anilinocycloalkanecarbonitriles 1a-c were prepared and reacted with active methylene reagents to give compounds 5a-c through 10a-c and reacted with different other reagents such as benzaldehyde, ethyl aminoacetate, ethyl mercaptoacetate, or hydrazine carbothioamide, which afforded the desired spiro heterocycles compounds 11a-c through 14a-c.

2(1-Acetyl-2-oxopropylidene)naphtho[2,3-d][1,3]dithiole-4,9-dione 1 reacts with a variety of bidentates, reagents to give some new functionally substituted spiro naphthodithiole-4,9-dione derivatives.

Some new functionally substituted 1,3-dithiolo(4,5-b)pyrrolo(2',3'-e)-4,8-benzoquinones were obtained starting with 1,3-dithiolo(4,5-b)-4,7-benzoquinone derivatives and active methylene reagents. The structure oi the obtained new compounds was assigned.

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The reaction of cycloalkylidenemalononitriles 1a-c with some active methylene reagents as well as cycloalkanones in boiling ethanol containing piperidine catalyst affords a series of new spiro heterocyclic systems.

The one pot reaction of acetylacetone, CS2, and tetrabromobenzoquinone in a 2:2:1 molar ratio affords 2,6-di-(1-acetyl-2-oxopropylidene)-bidithiolo-(4,5-b:4′5′-e)-4,8-benzoquinone (3) which was allowed to react with some active methylene reagents in a 1:2 molar ratio to give the dispiro derivatives5–11. The reaction is assumed to proceedvia a hydrolysis of the two acetyl groups in compound3 followed by a nucleophilic addition of the active methylene reagents at the two ethylenic bonds and subsequent cyclization.

Some new functionally substituted thieno(2,3-b)thiophenes and related compounds were obtained in a one-pot reaction using phase transfer catalysis conditions starting with some active nitriles or active methylene compounds, carbon disulphide or phenyl isothiocyanate and alpha-chlorocarbethoxy, or alpha-nitrile electrophiles. The structure of the obtained new compounds was assigned.

The reactions of a variety of bidentate nucleophiles with mono- or dithienoyl compounds derived from active nitriles were studied. The structure of the obtained new compounds was assigned.

Diethyl 3,4-diaminothieno(2,3-b)thiophene-2,5-dicarboxylate 1 was converted into the sodium salt of the corresponding acid 2. Compound 2 upon treatment with acetic anhydride furnished the bisoxazinone derivative 3. The reaction of compound 3 with ammonium acetate, hydrazine hydrate or aniline afforded the bispyrimidine derivatives 4, 5, or 6 respectively. The reaction of compound 4 with phosphoryl chloride gave the corresponding chloro derivative 7 which was converted into the corresponding hydrazino derivative 8. Treatment of compound 8 with acetylacetone or ethyl acetoacetate gave compounds 9 or 10, respectively. On the other hand, the reaction of compound 1 with hydrazine hydrate gave the corresponding hydrazide derivative 11 which was also treated with acetylacetone, ethyl acetoacetate, formic acid or acetic anhydride to afford the described compounds 12, 13, 14, or 15, respectively.

AbstractThe benzodiazepinone (Ia) and its derivatives (Ib) and (Ic), obtained by N‐alkylation of (Ia), are coupled with the benzaldehydes (II) to form the benzylidenebenzodiazepinones (III).

A novel synthesis of pyrano(2,3-c)(1,5) benzodiazepines from 1H(alkyl)-2,3-dihydro-4-methyl-1,5-benzodiazepln-2-ones and malononitrile or ethyl cyanoacetate is reported.