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1. |
Synthesis of 1,2,3‐triazole nucleosidesviathe acid‐catalyzed fusion procedure |
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Journal of Heterocyclic Chemistry,
Volume 9,
Issue 6,
1972,
Page 1195-1201
Frank A. Lehmkuhl,
Joseph T. Witkowski,
Roland K. Robins,
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摘要:
AbstractThe acid‐catalyzed fusion of methyl 1,2,3‐triazole‐4‐carboxylate, 4‐cyano‐1,2,3‐triazole, and 4‐nitro‐1,2,3‐triazole with an acylated ribofuranose provided the corresponding 2‐β‐D‐ribo‐furanosyl‐4‐substituted‐1,2,3‐triazoles along with the isomeric 1‐β‐D‐ribofuranosyl‐4‐substituted‐1,2,3‐triazoles. The structures of these nucleosides were assigned on the basis of their nmr spectra. The synthesis of 2‐β‐D‐ribofuranosyl‐1,2,3‐triazole‐4‐carboxamide from both the corresponding methyl ester and cyano nucleosides is described. The cyano nucleosides were utilized to prepare 2‐β‐D‐ribofuranosyl‐1,2,3‐triazole‐4‐thiocarboxaḿide and 1‐β‐D‐ribofuranosyl‐1,2,3‐triazole‐4‐thiocarboxamide. Reduction of the 4‐nitro‐1,2,3‐triazole nucleosides provided 4‐amino‐2‐β‐D‐ribofuranosyl‐1,2,3‐triazole and the isomeric 4‐amino‐1‐β‐D‐ribofuranosyl‐1,2,3‐triazole. The
ISSN:0022-152X
DOI:10.1002/jhet.5570090601
出版商:Wiley‐Blackwell
年代:1972
数据来源: WILEY
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2. |
Derivatives of 10,11‐dihydro‐5H‐dibenzo[a,d]cycloheptene and related compounds VII.Improved syntheses of 11‐h‐benzo[5, 6] cyclohepta‐[1,2‐c] pyridin‐11‐one |
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Journal of Heterocyclic Chemistry,
Volume 9,
Issue 6,
1972,
Page 1203-1207
Frank J. Villani,
Elizabeth A. Wefer,
Thomas A. Mann,
Joseph Mayer,
Lydia Peer,
Alfred S. Levy,
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摘要:
AbstractAn improved synthesis of the title compound is described. The base catalyzed condensation of 4‐methylnicotinonitrile with benzaldehyde resulted in the isolation oftrans‐4‐styrylnicotin‐amide (2a) in high yield. Hydrolysis to the acid and heating the acid3awith polyphosphoric acid (ppa) gave the title compound1ain good yields. Even higher yields of1awere obtained in the presence of catalytic quantities of selenium. Also described are two other syntheses of the title compound as well as the preparation of a series of compounds related to2a(T
ISSN:0022-152X
DOI:10.1002/jhet.5570090602
出版商:Wiley‐Blackwell
年代:1972
数据来源: WILEY
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3. |
Synthesis of 4,5‐dihydro‐2,4‐benzoxazepin‐3( 1H)ones and 1,3,4,5‐tetrahydro‐2,4‐benzoxazepines |
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Journal of Heterocyclic Chemistry,
Volume 9,
Issue 6,
1972,
Page 1209-1214
Giorgio Pifferi,
Luigi Fontanella,
Emilia Occelli,
Riccardo Monguzzi,
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摘要:
Abstracto‐ Aminomethylbeiizyl alcohols (X) easily cyclize with phosgene in an aqueous alkaline medium to form 4,5‐dihydro‐2,4‐benzoxazepin‐3(1H)ones (IV) and with aldehydes in acidic conditions to yield 1,3,4,5‐tetrahydro‐2,4‐benzoxazepines (V). The characteristics and chemical behaviour of these new heterocyclic ring syste
ISSN:0022-152X
DOI:10.1002/jhet.5570090603
出版商:Wiley‐Blackwell
年代:1972
数据来源: WILEY
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4. |
Intramolecular diels‐alder reactions. IX. Syntheses ofN‐benzylcyclolignan lactams |
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Journal of Heterocyclic Chemistry,
Volume 9,
Issue 6,
1972,
Page 1215-1218
L. H. Klemm,
T. M. Mcguire,
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摘要:
AbstractFour bis‐unsaturatedN‐benzyl amides of the type where (C2) and (C2)' are variouslytrans‐CHCH and CC groups, were synthesized and refluxed in acetic anhydride. Three of them cyclized to formN‐benzylcyclolignan lactams by intramolecular Diels‐Alder processes. In one case [(C2) CC, (C2)' trans‐CHCH] the (C2) unit functioned as
ISSN:0022-152X
DOI:10.1002/jhet.5570090604
出版商:Wiley‐Blackwell
年代:1972
数据来源: WILEY
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5. |
Rearrangements of 5‐isoxazolylhydrazines: 1‐amino‐ and 4‐aminopyrazolin‐5‐ones |
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Journal of Heterocyclic Chemistry,
Volume 9,
Issue 6,
1972,
Page 1219-1225
G. Adembri,
F. Ponticelli,
P. Tedeschi,
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摘要:
Abstract5‐Isoxazolylhydrazines rearranged to 1‐aminopyrazolin‐5‐ones on heating. Under the same conditions, 5‐(3‐methyl‐4‐phenylisoxazolyl)hydrazine also gave 3‐methyl‐4‐amino‐4‐phenylpyra‐zolin‐5‐one. The structures of aminopyrazolones were assigned on the basis of spectroscopic p
ISSN:0022-152X
DOI:10.1002/jhet.5570090605
出版商:Wiley‐Blackwell
年代:1972
数据来源: WILEY
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6. |
Synthesis of azepinoquinazoloncs from 2‐methyl‐3‐(o‐tolyl)‐4‐quinazolone |
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Journal of Heterocyclic Chemistry,
Volume 9,
Issue 6,
1972,
Page 1227-1228
John H. Taylor,
Derek R. Harrison,
Ferdinand Fried,
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摘要:
AbstractSome new azepinoquinazolones were synthesized from 2‐methyl‐3(o‐tolyl)‐4(3H)quinazolone (metliaqualone )as potential hypnotic agents. Methaqualone (I) reacted with dimethyl acetylene‐dicarboxylate (dmad) to give the azepinoquinazolone (II) which on treatment with PPA gave the pentacyclic ketone (V). Subsequent sodium borohydride reduction of the ketone (V) gave the fused azepine (VIa). Reaction of the azepinoquinazolone (II) with formic acid resulted in cleavage of the quinazolone nucleus to give the azepine (VIII). None of the compounds synthesized exhibited significant hypnotic
ISSN:0022-152X
DOI:10.1002/jhet.5570090606
出版商:Wiley‐Blackwell
年代:1972
数据来源: WILEY
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7. |
The reactions of some pyranylideneiminium salts with amines. Part 1 |
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Journal of Heterocyclic Chemistry,
Volume 9,
Issue 6,
1972,
Page 1229-1233
J. A. Van Allan,
G. A. Reynolds,
D. P. Maier,
S. Chie Chang,
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摘要:
AbstractThe iminium salt,N,N‐dimethyl‐N‐[2‐(2,6‐diphenyl‐4H‐pyran‐4‐ylidene)ethylidene]iminium perolilorate (1), reacts with secondary amines, such as piperidine, by exchanging the dimethyl‐amino function for a piperidine. Primary amines react with 1 to give 1‐alkyl‐2‐phenyl‐4‐phenacylidene‐1,4‐dihydropyridines. The bisiminium salt,N,N,N',N'‐tetramethyI‐N,N'‐[2‐(2,6‐diphenyl‐4H‐pyran‐4‐ylidene)‐1,3‐propanediylidene]bis(iminium perchlorate) (2), reacts with ammonia to give 3,6‐diphenylcopyrine and with primary amines to give the correspondingN,N'‐dialkyl quaternary copyrines. The salt2reacts with secondary amines with exchange of the dimethylamino groups of2by the secondary arnine an
ISSN:0022-152X
DOI:10.1002/jhet.5570090607
出版商:Wiley‐Blackwell
年代:1972
数据来源: WILEY
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8. |
Quinazolincs. X. Direct formation of aminoquinazolines from hydroxyquinazolines and phenyl phosphorodiamidate |
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Journal of Heterocyclic Chemistry,
Volume 9,
Issue 6,
1972,
Page 1235-1237
Andre Rosowsky,
Nickolas Papathanasopoulos,
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摘要:
AbstractTreatment of several types of liydroxyquinazoline ring systems with phenyl phosphorodiamidate resulted indirectformation of the corresponding aminoquinazolines. The reaction can be conducted either by fusion in the absence of solvent or with diphenyl ether added as a diluent. The main advantage of the method is that it obviates the usual requirement for chlori‐nation or thiation prior to animatio
ISSN:0022-152X
DOI:10.1002/jhet.5570090608
出版商:Wiley‐Blackwell
年代:1972
数据来源: WILEY
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9. |
Quinazolines. XI. Synthesis of 2,4‐diamino‐5, 10‐diliydrobenzo[g] quinazolines |
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Journal of Heterocyclic Chemistry,
Volume 9,
Issue 6,
1972,
Page 1239-1244
Andre Rosowsky,
Elizabeth P. Burrows,
Ping C. Huang,
Edward J. Modest,
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摘要:
AbstractAn unequivocal synthesis of 2,4‐diamino‐5,10‐dihydrobenzo[g]quinazolines is described, starting from methyl 2‐tetralone‐3‐carboxylates. Condensation with guanidine yielded 2‐amino‐4‐hydroxy derivatives, which were thiated with phosphorus pentasulfide andS‐alkylated with dimethyl sulfate. The resultant 2‐amino‐4‐methylthio compounds were converted into 2,4‐diamino derivatives by amination at elevated temperature and pressure. Attempted synthesis from 3‐cyano‐1,4‐dihydro‐2‐methoxynapht
ISSN:0022-152X
DOI:10.1002/jhet.5570090609
出版商:Wiley‐Blackwell
年代:1972
数据来源: WILEY
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10. |
The reactions of some pyraiiylideneiminium salts with amines. II |
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Journal of Heterocyclic Chemistry,
Volume 9,
Issue 6,
1972,
Page 1245-1249
J. A. Van Allan,
S. Chie Chang,
G. A. Reynolds,
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摘要:
AbstractThe iminium salt,N,N‐dimethyl‐N‐[2‐(2‐phenyl‐4H‐l‐benzopyran‐4‐ylidene)ethylidene] imin‐ium perchlorate (3), reacts with secondary amines by exchanging the dimethylimino group for the added amine. Primary amines also reacted with3in the same manner. The bis iminium salts,N,N,N',N'‐tetramethyl‐N,N'‐[2‐(2‐phenyl‐4H‐l‐benzopyran‐4‐ylidene)‐1,3‐propanediylidene]‐bis(immium perclilorate) (4) and the corresponding thiapyran derivative (5), react with ammonia to give 5‐dimethylamino‐2‐phenyl‐5H‐1‐benzopyrano[3,4‐c]pyridine (10) and the thia analog11. The reactions of4and5with primary amines give 3‐alkyl‐5‐dimethylamino‐2‐phenyl‐5H‐l‐beiizopyrano[3,4‐c]pyridinium perclilorate salts or the corresponding thiapyrano compounds. Compounds4and5react with secondary amines by exchanging the dimethylimino groups with the secondary a
ISSN:0022-152X
DOI:10.1002/jhet.5570090610
出版商:Wiley‐Blackwell
年代:1972
数据来源: WILEY
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