摘要:

Abstract3‐Butyl‐1,2‐diphenylphosphindole reacts smoothly with ethyl propiolate and water and with benzoyl chloride and water to give ring expanded products. The second of these products is further expanded to a seven‐membered system by treatment with sodium hydride. With diiodo‐methane followed by hydroxide ion, cleavage of the phosphorus‐containing ring occurs. The nmr and mass spectral data are analyzed in detail and the results are discussed in the context of related studies with simple phospholes and dibenzophospholes. Some of the results further illustrate that predictions regarding the types of reaction entered into by phosphorus heterocycles must be made w

ISSN:0022-152X    

DOI:10.1002/jhet.5570130501

出版商:Wiley‐Blackwell    

年代:1976

数据来源: WILEY

摘要:

Abstract5,6‐Dimethylbenz[a]phenazine (4), an aza analogue of the carcinogenic 5,6‐dimethylbenz‐[c]acridine has been obtained by a 1,1‐dehydration‐rearrangement (Wagner‐Meerwin type) from 5,5‐dimethyl‐6‐hydroxy‐5,6‐dihydrobenz[a]phenazine (3). The alcohol3was obtained from the hydrogenation of the corresponding ketone2which was prepared in two ways: Method A, the oxidation of 5,5‐dimethyl‐5,6‐dihydrobenz[a]phenazine (1); Method B, the hydrolysis of the

ISSN:0022-152X    

DOI:10.1002/jhet.5570130502

出版商:Wiley‐Blackwell    

年代:1976

数据来源: WILEY

摘要:

AbstractBatch extraction and polymerization of indole and 3‐methylindole (skatole) with acidic cation exchange resins functioned as pseudo first‐order reactions. Activation energies of 3.4 and 5.7 keal/mole indicated greater steric hindrance to skatole polymerization, as would be expected from 2,2′ bonding of skatole compared to 3,2′ bonding for indole. Linear polymerization occurred, although a heterocyclic ring opened at the trimer stage of poly(indole). 2‐Methylindole did not polymerize.General acid‐base catalysis caused unreproducible partial depolytnerization when the polymers were extracted from resin beads. Thus, compounds chromatographically separated probably were of lower degree of polymerization than were the polymers formed in the r

ISSN:0022-152X    

DOI:10.1002/jhet.5570130503

出版商:Wiley‐Blackwell    

年代:1976

数据来源: WILEY

摘要:

AbstractA new general reaction of wide synthetic interest, involving homolytic δ‐aminoalkylation of quinoxaline in acidic medium, is described. Primary and secondary alkylamines, through the correspondingN‐chloroamines, and tertiary alkylamines, through the correspondingN‐oxides, are used. The mechanism of the reaction, involving intramolecular hydrogen abstraction by amino radical cations, and the unusual selectivity are discussed in terms of nucleophilic character of the alkyl radicals and of polar effects in the aromatic substi

ISSN:0022-152X    

DOI:10.1002/jhet.5570130504

出版商:Wiley‐Blackwell    

年代:1976

数据来源: WILEY

摘要:

AbstractBy application of the Kress procedure for bromination it has been found that from the hydro‐bromide of 1,7‐naphthyridine with1.1equivalents of bromine in nitrobenzene a mixture of 3‐and 5‐bromo‐ and 3,5‐dibromo‐1,7‐naphthyridine is obtained in reasonable yield. With an excess of bromine 3,5‐dibromo‐1,7‐naphthyridine is nearly exclusively formed. Similar brominations of the hydrobromide of 1,8‐naphthyridine with1.1equivalents of bromine gave 3‐bromo‐ and 3,6‐dibromo‐1,8‐naphthyridine. By using an excess of bromine a high‐yield conversion into 3,6‐dibromo‐1,8‐naphthyridine is observed. Bromination of the hydrochloride salt of 1,7‐ and 1,8‐nap

ISSN:0022-152X    

DOI:10.1002/jhet.5570130505

出版商:Wiley‐Blackwell    

年代:1976

数据来源: WILEY

摘要:

AbstractThe synthesis of 1,4‐dihydro‐4‐methyl‐1‐phenyl‐5H‐1,3,4‐benzotriazepin‐5‐one (4a) and its 8‐chloro analog (4b) is described. Attempted synthesis of the 2‐methyl analog of4afrom 2‐(phenylamino)benzoic acid 1‐methylhydrazide (10) and triethyl orthoaeetate led only to the Schiff base intermediate, 2‐(phenylamino)benzoic acid 2‐(1‐ethoxyethylidene)‐1‐methylhydrazide (11). Cyclization of11was attempted unsuccessfully with a variety of reagents. The intereśting reaction products from the treatment of11w

ISSN:0022-152X    

DOI:10.1002/jhet.5570130506

出版商:Wiley‐Blackwell    

年代:1976

数据来源: WILEY

摘要:

Abstract2,4‐Diphenyl‐5‐pyrimidinyl methyl ketone (8) and 2‐phenyl‐4‐methyl‐5‐pyrimidinyl phenyl ketone (12) were prepared by condensation of benzamidine with 2‐ethoxymethyl‐1‐phenyl‐1,3‐butanedione (10). Their structures were elucidated by the nmr spectra of their derivative alcohols13and14, respectively. The ketone8was converted by way of the bromoketone15to 2‐[1‐methylethylamino]‐1‐[2,4‐diphenyl‐5‐pyrimidinyl]ethanol hydrochloride (17) and 2‐amino‐1‐[2,4‐diphenyl‐5‐pyrimidinyl]ethanol hydrochloride (20). Pharmacologic testing indicated that17and20did not possess either anti

ISSN:0022-152X    

DOI:10.1002/jhet.5570130507

出版商:Wiley‐Blackwell    

年代:1976

数据来源: WILEY

摘要:

Abstract2‐Dialkylamino‐δ2‐thiazolines were found to react with aryl isocyanates to give 1,3‐diaryl‐8a‐dialkylaminoperhydrothiazolo[3,2‐a] [ 1,3,5]triazine‐2,4‐diones (IIa‐c), whilep‐toluenesulphonyl isocyanate gave a 1:1 adduct (VII). No reaction was observed with alkyl o

ISSN:0022-152X    

DOI:10.1002/jhet.5570130508

出版商:Wiley‐Blackwell    

年代:1976

数据来源: WILEY

摘要:

AbstractThe mass spectral fragmentation patterns of 2‐(2‐pyridyl)quinoline and 2,2′‐biquinoline are reported. The former rearranges to acridine derivatives on electron impact while the latter shows very little fragme

ISSN:0022-152X    

DOI:10.1002/jhet.5570130509

出版商:Wiley‐Blackwell    

年代:1976

数据来源: WILEY

摘要:

AbstractThe characteristic fragmentation pattern in the mass spectra of 4‐oxo‐4H‐pyrazole 1‐oxides and 4‐oxo‐4H‐pyrazole 1,2‐dioxides involves scission of the ring into two fragments by cleavage of the nitrogen‐nitrogen bond and one of the bonds to the carbonyl carbon. Loss of carbon monoxide or oxygen from the molecular io

ISSN:0022-152X    

DOI:10.1002/jhet.5570130510

出版商:Wiley‐Blackwell    

年代:1976

数据来源: WILEY