16 research outputs found

    Synthesis of 4-carbethoxy-4<i>H</i>-3-substitutedisoxazol-5-ones and their conversion into novel spiroheterocycles

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    68-70Interaction of diethyl α-acyl/aroylmalonates 1 with hydroxylamine hydrochloride 2 afford 4-carbethoxy-4H-3-substituted isoxazol-5-ones 3 and 3-substitu ted-4H-5-oxo-isoxazol-4- carboxylic acids 4. Bromination of 3 affords 4-bromo derivatives 5, which with thiocarbamides. 4-substituted thiosemicarbazides give 2-alkyl/arylimino-4, 9-dioxo-3, 7-diaza-8-oxa-6-substituted-1-thia-(3H)-spiro[4,4]nonan-6,enes 7 and 2-alkyl/arylimino-5, 10-diox(l-9-oxa-7-substituted-l-thia-3, 4, 8-triaza-(3H, 4H)- spiro[5,4]dec-7-enes 8. Characterisation of the products has been done on the basis of spectral (IR,1H NMR and 13C NMR) data

    On the synthesis of novel spiroglucosides and fused ring heterocycles from diethyl <img src='/image/spc_char/alpha.gif' border=0>-acetamido-<img src='/image/spc_char/alpha.gif' border=0>-bromomalonate

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    932-937Diethyl -acetamido--bromomalonate 1 with thiocarbamides 2 and 4-substituted thiosemicarbazides 8 give 2-alkyllarylimino-5-amino-5-carbethoxy-4-oxo-(3H)-thiazoles <b style="mso-bidi-font-weight: normal">3 and 2-alkyllarylimino-6-amino-6-carbethoxy-5-oxo-(3H, 4H)-1,3,4-thiadiazines 9 respectively. Compounds 3 and <b style="mso-bidi-font-weight: normal">9 with arylisothiocyanate 4 afford spiro [4.4]nonane and spiro[5.4]decane derivatives. These spiroheterocycles on reaction with 2,3,4,6-tetrabenzoyl--D-glucopyranosyl bromide 6 give novel spiroglucosides. Also compounds 3 and 9 with hydrazine hydrate give fused pyrazolo[5,4-d]thiazole and pyrazolo[5,4-e]thiadiazine derivatives respectively. The characterisation of the products has been done on the basis of spectral (IR, 1H NMR, and 13C NMR) data

    Design and synthesis of new spiroheterocycles: Selective role of potassium fluoride in DMF

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    1041-1047Potassium fluoride (KF) in dimethyl formamide (DMF) is found to be very effec tive and selec tive in the synthes is of spiro compounds. 4-Bromo-4-carbethoxy-(4H)-1-phenyl-3-substitutedpyrazol-5-ones 4 are selectively converted to spiro derivatives by reacting with 5,8,11 and 16

    Novel synthesis of fused ring [l,4]benzothiazines/[1,4 ]benzoxazines and related heterocycles

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    65-67The interaction of 1,3-disubstituted-5-bromo-2-thioxo-barbituric acid with o-aminothiophenols and o-aminophenol affords 5, 7-disubstituted-8-oxo-6-thioxo-pyrimido[5, 4-b](l, 4) benzothiazines and 5,7-disubstituted-8-oxo-6-thioxo-pyrimido[5,4-b] (1,4)-benzoxazines, respectively. The reaction of 5, 5-dibromo-1,3-disubstituted-2-thioxo-barbituric acid, with o-amino-thiophenols and o-aminophenol is discussed. The compounds have been characterised by chemical reactions and spectral studies

    New synthetic methods: Part I – Regioselective 1, 2-transposition of carbonyl group in carbocyclic and heterocyclic ketones

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    2625-2627A convenient and simple synthetic method for 1, 2- transposition of keto group in pyrazol-5-ones, indan-1,3-dione and benzofuran-3-one is described

    Synthesis of novel fused ring and spiro heterocyclic compounds

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    218-220The interaction of 4-bromo-3-aryl-isoxazol-5(4H)-ones 1<span style="font-size:14.5pt; mso-bidi-font-size:8.5pt;font-family:Arial"> <span style="font-size: 14.0pt;mso-bidi-font-size:8.0pt">with 3-alkyl/aryl-4-amino-5-mercapto-1,2,4-triazoles 3 in ethanol in the presence of pyridine <span style="font-size:12.5pt;mso-bidi-font-size:6.5pt; font-family:HiddenHorzOCR;mso-bidi-font-family:HiddenHorzOCR">afford 3,8-disubstituted-5H-s-triazolo[3 ,4-b]isoxazolo[5,4-e]-1,3,4-thiadiazines 4. The synthesis of 3,3' -disubstituted-5' -phenyl-s-triazolo[3,4-b ]-1,3 ,4-thiadiazolidine-spiro[6'.4]isoxazol-5-one <b style="mso-bidi-font-weight: normal">8 is reported by reacting 1 with 4- anilino-5-mercapto-3-substituted-1,2,4-triazoles 5. An alternate unambiguous systhesis of 8 by the interaction of 3-aryl-4,4- dibromo-isoxazol-5-one 2 with <b style="mso-bidi-font-weight: normal">5 has been described. The compounds have been characterised by spectral data.   </span

    Spiro-bithiazole derivatives of amidinothiocarbamides: Novel utilization of the synthon 2-arylimino-5-carbethoxy-thiazolidin-4-one

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    876-879Amidinothiocarbamide and 3-arylamidinothiocarbamides have been utilized in the synthesis of novel spiro-bithiazoles containing the amidino moiety by interaction with 2-arylimino-5-bromo-Scarbethoxy- thiazolidin-4-ones

    A facile synthesis of novel nitrogen-sulphur heterocycles containing the amidino moiety and their antimicrobial activity—Part I

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    378-384The interaction of amidinothiocarbamide 1 and 4-bromo- 1,3-substituted-pyrazol-5-ones 1 afford 2-guanidino-4, 6-substituted-pyrazolo [5,4-d]thiazoles 5 on reaction with aldehydes yield the corresponding schiffs bases bases 6. An alternate unambiguous one step synthesis of 6 is described. Similarly, the reaction of 1 with diethyl bromornalonate 8 to give fused ring heterocycles has been studied in detail. Certain compounds synthesized exhibit antimicrobial and antitubercular activity
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