The reactions of isatin with cyclic ketones, viz camphor (dl, Mp 174-181°C, specific rotation -1.5° to +1.5°) available from s. d. fine-CHEM LTD and menthone (l, Bp 207°-210° C, density 0.893 g/mL) isolated from peppermint oil, in refluxing ethanol in the presence of t-BuOK afforded the corresponding indolylidene compounds (3a) and (3b) (a mixture of stereochemical isomers E and Z in both the cases) respectively, all obtained as racemates. Cyclocondensation of (3a) and (3b) with thiourea, urea, ethylenediamine and o-phenylenediamine afforded new spiro (4a,b-7a,b) and condensed systems (4a',b'-7a',b') respectively, whereas with 2-aminopyridine spiro compounds exclusively were obtained (8a,8b). All the new spiro and condensed systems generated have been isolated as racemates and evaluated for their antimicrobial activity.

in Wiley InterScience (www.interscience.wiley.com).Condensation of cyclohexane-1,3-dione/barbituric acid, thiourea/urea, and aromatic aldehyde in the mole ratio of 1:1:3 in solventless reaction in presence of NiCl 2 /KI afforded 1,5-diaryl-3-thioxo-2,4-diazaspiro[5.5]undecane-7,11-dione/1,5-diaryl-2,4-diazaspiro [5.5]undecane-3,7,11-trione analogues and 7,11-diaryl-9-thioxo-2,4,8,10-tetraazaspiro[5.5]undecane-1,3,5,-trione/7,11-diaryl-2,4,8,10-tetraazaspiro[5.5] undecane-1,3,5,9-tetraone analogues, respectively. The similar condensation of cyclohexane-1,3-dione/ cyclohexanone, thiourea/urea, and aromatic aldehyde/heteroaromatic aldehyde in the mole ratio of 1:1:1 in refluxing methanol afforded 4-aryl/heteroaryl-2-thioxo-1,2,3,4,5,6,7,8-octahydroquinazolin-5-one, 4-aryl/heteroaryl-1,2,3,4,5,6,7,8-octahydroquinazoline-2,5-dione analogues and 4-aryl/heteroaryl-1,2,3,4,5, 6,7,8-octahydroquinazoline-2-thione, 4-aryl/heteroaryl-1,2,3,4,5,6,7,8-octahydroquinazolin-2-one analogues, respectively. Condensation of heterocyclic active methylene compound, barbituric acid, thiourea/ urea, and aromatic aldehydes under similar set of conditions in 1:1:1 mole ratio was carried which afforded 5-aryl-7-thioxo-1,2,3,4,5,6,7,8-octahydropyrimido[4,5-d]pyrimidine-2,4-dione/5-aryl-1, 2,3,4,5, 6,7,8-octahydropyrimido[4,5-d]pyrimidine-2,4,7-trione analogues. Similar condensation of an active methine compound, 2-acetylcyclohexanone, thiourea/urea, and aromatic aldehydes in the mole ratio of 1:1:1 produced 5-aryl-1-methyl-3-thioxo-2,4-diazaspiro[5.5]undec-1-en-7-one/5-aryl-1-methyl-2, 4-diazaspiro[5.5]undec-1-ene-3, 7-dione analogues, the spiro compounds of entirely different kind. All these identifications and characterizations have been based on the elemental analysis and spectral data.

Ring closure reactions O 0130Synthesis of Some Indole Based Spiro and Condensed Heterocycles as Potential Biologically Active Agents. -Isatin reacts with camphor (II) to indolydene compounds that exist as a mixture of (E)-and (Z)-isomers. Cyclocondensation of this mixture with urea, thiourea, ethylenediamine, and o-phenylenediamine affords new spiro and condensed systems. In the reaction of (III) with aminopyridine (XIV) the spiro compound (XV) is obtained exclusively. The new systems are isolated as racemates and screened for their antibacterial and antifungal activity. Analogous reactions under the same conditions are carried by using menthone instead of camphor. -(SHARMA*, R. L.; KOUR, D.; SINGH, J.; KUMAR, S.; GUPTA, P.; GUPTA, S.; KOUR, B.; SACHAR, A.; J.

Facile synthesis of differently substituted 5-benzylidene-2-aryl-5,6-dihydro-4H-[1,3]oxazin-6-ones 2a-2h has been achieved by heating a mixture of substituted N-benzoyl-β-aminopropanoic acids 1a-1d with several aromatic aldehydes in the presence of sodium acetate and acetic anhydride. These compounds 2a-2h, on refluxing with o-phenylenediamine in dry benzene resulted in the formation of differently substituted 4-benzylidene-1-aryl-3,4-dihydropyrimidobenzimidazoles 3a-3h. The synthesized compounds 2a-2h and 3a-3h were characterized by elemental analysis and spectral studies (IR, 1 H NMR and 13 CNMR).

Quinazoline-2,4(1H,3H)-dione (1) reacts with , -dihaloalkanes to generate three types of quinazolinophanes. When the number of carbon atoms in the dihaloalkanes is 9, a mixture of all the three types of quinazolinophanes (2), (3) and (4) was produced; and when the number of carbon atoms in the dihaloalkane used is from 4 to 7, a mixture of only two types of quinazolinophanes (2) and (3) were produced. When the number of carbon atoms of the dihaloalkane used is odd (5, 7 and 9), the different structural types of quinazolinophanes produced were easily identifiable and distinguishable on the basis of 13 C NMR and mass spectral data.