摘要:

AbstractThe methiodides of epimeric 1‐hydroxy, 1‐hydroxy‐1‐phenyl, and 1‐hydroxy‐1‐methylquinolizidines were prepared from their respective bases. The previously described but not separated epimeric 1‐hydroxy‐1‐methylquinolizidines were prepared and their configurations elucidated by the use of nuclear magnetic resonance (NMR) and infrared data. Structural assignments of the quinolizidinium iodides were made on th

ISSN:0022-152X    

DOI:10.1002/jhet.5570050401

出版商:Wiley‐Blackwell    

年代:1968

数据来源: WILEY

摘要:

AbstractThe peroxytrifluoroacetic acid oxidation of 5‐nitroso‐2,4,6‐triaminopyrimidine (1b) led to the formation of two products: 5‐nitro‐2,4,6‐triaminopyrimidine 1‐N‐oxide (2) and 5‐nitro‐2,4,6‐triaminopyrimidine 1‐3‐di‐N‐oxide (3). On the basis of previous experience2was the sole expected oxidation product. However,3represents a rather unexpected development in that di‐N‐oxides in the pyrimidine series are uncommon. The yields are good for both products and structures are assigned on the basis of elemental analysis, mass spectral data, and chemical reactions. The re

ISSN:0022-152X    

DOI:10.1002/jhet.5570050402

出版商:Wiley‐Blackwell    

年代:1968

数据来源: WILEY

摘要:

Abstracto‐Benzoylbenzenesulfonyl chlorides (I) were prepared conveniently from aminobenzophenones by diazotization followed by reaction with sulphur dioxide in the presence of Cu+, according to the general method of Meerwein.Reaction of the sulfonyl chlorides with hydrazine led to 4‐phenyl‐2H‐1,2,3‐benzothiadiazine‐1,1‐dioxides (II). The latter compounds could be methylated and acetylated readily in the 2‐position. The 2‐methyl derivative (III) could be prepared also by reaction of the sulfonyl chloride (Ia) with methylhydrazine. Catalytic hydrogenation of 6‐chloro‐4‐phenyl‐2H‐1,2,3‐benzothiadiazine‐1,1‐dioxide (IIa) gave the 3,4‐dihydro derivative (V). Reaction of the sulfonyl chlorides (I) witho‐phenylenediamine followed by cyclodehydration led to 11H‐11,11a‐dihydrobenzimidazo[1,2‐b] [1,2]benzisothiazole‐5,5‐dioxides (VII). One of the latter compounds (VIIa) in sodium hydroxide solution in the presence of methyl iodide or benzyl chloride was transformed into 6‐methyl‐ and 6‐benzyl‐5H‐dibenzo[c,g] [1,2,6]thiadiazocine‐5,5‐dioxides (VIII), respectively.5H‐Dibenzo[c,g] [1,2,6]thiadiazocine‐6,6‐dioxides (XIV) were prepared also by

ISSN:0022-152X    

DOI:10.1002/jhet.5570050403

出版商:Wiley‐Blackwell    

年代:1968

数据来源: WILEY

摘要:

AbstractThe bromination of certain selected purines, pyrrolo[3,2‐d]pyrimidines and pyrazolo[4,3‐d]‐pyrimidines has been studied and the reactivity of these systems compared. Displacement of a carboxyl group by bromine was noted in the case of 6‐carboxypyrrolo[3,2‐d]‐2,4‐pyrimidinedione. In contrast to xanthine, 2,6‐diethoxypurine readily brominated at position 8. Pyrazolo‐[4,3‐d]‐7‐pyrimidone was readily b

ISSN:0022-152X    

DOI:10.1002/jhet.5570050404

出版商:Wiley‐Blackwell    

年代:1968

数据来源: WILEY

摘要:

AbstractSpiro[oxirane‐2, 4′‐piperidines] have been prepared by the action of dimethyloxosulfonium methylide on 4‐piperidones. The spiro[oxirane‐2,4′‐piperidines]act as alkylating agents to introduce (4‐hydroxy‐4‐piperidyl) methyl moieties onto heteroaromatic compounds such a

ISSN:0022-152X    

DOI:10.1002/jhet.5570050405

出版商:Wiley‐Blackwell    

年代:1968

数据来源: WILEY

摘要:

AbstractAzidobenzothiazole and azidobenzimidazole and certain of its derivatives react with triphenyl‐phosphine to give isolatable adducts which decompose thermally to give the corresponding phosphinimines. 2‐Azidobenzoxazole gives an adduct which loses nitrogen at 15–20° and gives the phosphinimine directly. Methylation of the phosphinimines occurs at the hetero nitrogen, whereas benzoylation occurs at theexonitrogen atom. The structures of the alkylation and aroylation products of the phosphinimines were estab

ISSN:0022-152X    

DOI:10.1002/jhet.5570050406

出版商:Wiley‐Blackwell    

年代:1968

数据来源: WILEY

摘要:

AbstractThe synthesis of 2‐chloro‐1‐(β‐D‐ribofuranosyl)benzimidazole (4b) has been accomplished by a condensation of 2‐chloro‐1‐trimethylsilylbenzimidazole (1) with 2,3,5‐tri‐O‐acetyl‐D‐ribofuranosyl bromide (2) followed by subsequent deacetylation. Nucleophilic displacement of the 2‐chloro group has furnished several interesting 2‐substituted‐1‐(β‐D‐ribofuranosyl)benzimidazoles. 1‐(β‐D‐Ribofuranosyl)benzimidazole (5) and 1‐(β‐D‐ribofuranosyl)benzimidazole‐2‐thione (6) were prepared from 4b and 6 was also prepared by condensation of 2 with silylated benzimidazole‐ 2‐thione (3). Alkylation of 6 furnished certain 2‐alkylthio‐1‐(β‐D‐ribofuranosyl)benzimidazoles and oxidation of 6 with alkaline hydrogen peroxide produced 1‐(β‐D‐ribofuranosyl)benzimidazole‐2‐one (9).

ISSN:0022-152X    

DOI:10.1002/jhet.5570050407

出版商:Wiley‐Blackwell    

年代:1968

数据来源: WILEY

摘要:

AbstractPyrolytic decomposition of ketone 2‐heterylhydrazones has been shown to be unsatisfactory for the preparation of fuseds‐triazole derivatives. The introduction of more diversified substituents into thes‐triazolo[4, 3‐a]pyrazine ands‐triazolo[4,3‐a]quinoxaline systems has been accomplished and some reactions and spectral characteristics of these ring systems are reported. Isomerization of thes‐triazolo[4, 3‐a]pyrazine system to thes‐triazolo[1,5‐a]pyrazine

ISSN:0022-152X    

DOI:10.1002/jhet.5570050408

出版商:Wiley‐Blackwell    

年代:1968

数据来源: WILEY

摘要:

AbstractThe reaction of isoquinoline, potassium cyamide, and chlorophosphates or chlorothiophosphates leads to the formation of phosphorus containing analogues of Reisert compounds. These analogues can be converted by base to an anion which undergoes elimination to isoquinaldonitrile or which can be alkylated. Acid‐catalysed hydrolysis of the analogues leads to isoquinolin

ISSN:0022-152X    

DOI:10.1002/jhet.5570050409

出版商:Wiley‐Blackwell    

年代:1968

数据来源: WILEY

摘要:

AbstractThe reaction between 4‐mercaptoaniline and various aromatic aldehydes was studied as a model system in order to determine which type of substitution on the aryl group in 2‐arylbenzothiazolines (1) might give rise to the greatest possible stabilization of the hypothetical 2‐(benzylideneamino)thiophenol tautomer (II). Regardless of electronic effect of substituents, most aldehydes reacted with 4‐mercaptoaniline to form poly[4‐(benzylideneamino)thiophenols] (III). Aromatic aldehydes substituted in the 2 position with the hydroxyl function reacted to form the stable, monomeric 4‐(benzylideneamino)thiophenols (IV). This stabilization in the monomeric state is presumed to be due to the hydrogen‐bonded nature of these compounds (V). Both monomeric and polymeric compounds reacted with benzalacetophenone in the presence of a basic catalyst in the manner to be expected of the 4‐(benzylideneamino)thiophenol structure (IV) yielding correspondingly substituted 1,3‐diphenyl‐1‐[4‐(benzylideneamino)phenyl

ISSN:0022-152X    

DOI:10.1002/jhet.5570050410

出版商:Wiley‐Blackwell    

年代:1968

数据来源: WILEY