摘要:

AbstractWith the publication of this work, all six theoretically possible isomers of DL‐diaza‐phenylalanines have now been reported. 2‐Pyrazinyl‐ (VII), 3‐pyridazinyl‐ (VIII), 4‐pyridazinyl‐ (IX), 4‐pyrimidinyl‐ (X), and 2‐pyrimidinylalanine (XI) were synthesized by the catalytic (in the cases of VII‐X) or stannous chloride (in the case of XI) reduction of the corresponding (α‐oximino‐β‐(diazaphenyl)propionic acids. These compounds were in turn prepared by the Claisen condensation of appropriate methyldiazines with diethyl oxalate followed by treatment of the resulting pyruvic ester with hydroxylamine.Condensation of 5‐bromomethylpyrimidine with diethyl N‐ carbobenzoxyaminomalonate yielded diethyl N‐carbobenzoxyarmno‐(5‐pyrimidinylmethyl)malonate. Hydrolysis and debenzylation of the condensation product readily g

ISSN:0022-152X    

DOI:10.1002/jhet.5570020101

出版商:Wiley‐Blackwell    

年代:1965

数据来源: WILEY

摘要:

AbstractNitrogen heterocyclic analogs of polyaryls, derived from pyridine, quinoline, benzo[h]‐quinoline, indole, indolizine, and imidazo[1,2‐alpyridine, have been prepared from 1,4‐diacetyl‐ and 1,3,5‐triacetylbenzene and 2,6‐diacetylpyridine, for study of their physical, chemical and biological

ISSN:0022-152X    

DOI:10.1002/jhet.5570020102

出版商:Wiley‐Blackwell    

年代:1965

数据来源: WILEY

摘要:

AbstractNeighboring group participation in the solvolytic reactions of a series of ω‐(2‐tetx‐a‐hydrofuran)alkylp‐ bromobenzenesulfonate esters has been investigated. Anchimeric assistance to solvolysis is most pronounced in the case of 3‐(2‐tetrahydrofuran)propylp‐bromobenzenesulfonate where a 1‐oxabicyclo[3.3.0]octane cation can form. A “special salt effect” and an “induced common ion effect” were observed in the acetolysis of this ester. It appears that the tetrahydrofuran ring is about twice as effective as the methoxyl group in neigh

ISSN:0022-152X    

DOI:10.1002/jhet.5570020103

出版商:Wiley‐Blackwell    

年代:1965

数据来源: WILEY

摘要:

AbstractThe isomeric lactams benzo[b]phenanthridine‐5(6H)‐one and benzo[j]phenanthridine‐6(5H)‐one were obtained in equal yields by Schmidt reaction on 11H‐benzo[b]fluoren‐11‐one (44% total) or by Beckmann reaction on 11H‐benzo[b]fluoren‐11‐one oxime (22% total). Reduction of the lactams with lithium aluminum hydride gave the 5, 6‐dihydro‐benzo[b]‐ and ‐[j]phenanthridines. Dehydrogenation of these dihydro derivatives produced the parent aromatic heterocycles benzo[b]‐ and benzo[j]phenanthridine in best overall yields of 20% and 12%, respectively. A few substituted benzophenanthridines were also prepared. Assignment of structures was based on ultraviolet, infrared, and n.m.r. spectra of the dihydro derivatives as well as on separate unequivocal synthesis of the

ISSN:0022-152X    

DOI:10.1002/jhet.5570020104

出版商:Wiley‐Blackwell    

年代:1965

数据来源: WILEY

摘要:

AbstractThe title compound (IV) has been synthesized fromp‐chlorophenylacetonitrile by Claisen condensation with ethyl ethoxyacetate, conversion to an enol ether, then reaction with guanidine to give the key intermediate 5‐(p‐chlorophenyl)‐2,4‐diamino‐6‐ethoxymethyl‐pyrimidine (V). Cleavage of the ethyl ether of V with hydrogen bromide in acetic acid gave IV. The bromomethylpyrimidine (IV) was a good reversible inhibitor of dihydrofolic reductase from pigeon liver, but IV was not an irreversible inhibito

ISSN:0022-152X    

DOI:10.1002/jhet.5570020105

出版商:Wiley‐Blackwell    

年代:1965

数据来源: WILEY

摘要:

AbstractThe action of hydrogen bromide or iodide on aryl‐o‐diacetonitriles has been studied and found to give condensed azepine derivatives. This constitutes a new and interesting synthesis of seven‐membered ring nitrogen heterocycles. The structure of the parent substance has been shown by physical and chemical means to be 2‐amino‐4‐halo‐1H‐3‐benzazepine. Several related compounds have been prepared and assigned similar structures by analogy. A number of reactions of 2‐amino‐4‐bromo‐1H‐3‐benzazepine (III) have been examined. It is concluded that the reactivity of the bromo group is similar to that of 2‐bromopyridine. In its reactions, 2‐amino‐1H‐3‐benzazepine not only has some of the character of 2‐aminopyridi

ISSN:0022-152X    

DOI:10.1002/jhet.5570020106

出版商:Wiley‐Blackwell    

年代:1965

数据来源: WILEY

摘要:

AbstractThe preparation of 2H‐1,3‐benzoxazine‐2,4(3H)‐dione, the sodium salt, and thep‐anisoyl, benzoyl,m‐bromobenzoyl, benzyl,trans‐cinnamoyl, ethyl, myristoyl,p‐nitro‐benzyl, phenyl andp‐phenylphenacyl derivatives substituted on 2H‐1,3‐benzoxazine‐2,4‐(3H)‐dione (I) at position 3 together with their infrared and ultr

ISSN:0022-152X    

DOI:10.1002/jhet.5570020107

出版商:Wiley‐Blackwell    

年代:1965

数据来源: WILEY

摘要:

AbstractDerivatives of 2‐benzimidazolinone, 2‐imidazolidinone, and 2‐oxazolidinone are obtained in good to excellent yield when the appropriate diamine or aminoalcohol is allowed to react with N, N'‐carbonyldiim

ISSN:0022-152X    

DOI:10.1002/jhet.5570020108

出版商:Wiley‐Blackwell    

年代:1965

数据来源: WILEY

摘要:

AbstractIn order to develop a method for synthesizing 7‐substituted derivatives of benzo[b]‐thiophene, the benzo[b]thiophene analog of 1‐tetralone, 7‐oxo‐4, 5, 6, 7‐tetrahydrobenzo‐[b]thiophene has been synthesized using as starting material the readily accessible 3‐bromothiophene. The structure of this ketone has been verified by elemental analysis, spectra and conversion to derivatives of benzo[b]thiophene of known structure. Several hitherto unreported 7‐substituted derivatives of benzo[b]thiophene have been prepared from

ISSN:0022-152X    

DOI:10.1002/jhet.5570020109

出版商:Wiley‐Blackwell    

年代:1965

数据来源: WILEY

摘要:

AbstractThe Prepration of two uracil derivatives of alanine,DL‐β‐(5‐uracilyl)alanine andDL‐β(6‐uracilyl)alanine, are reported. A structural analog, dl‐4,6‐dihydroxy‐β‐(2‐(pyrimidinyl)alanine, which was reported to be labile to acid hydrolysis, has now been successfully prepared in our laboratories.The relationship between the relative position of an alanine moity on some nitrogen hetrocyclic ring systems and their color formation with n

ISSN:0022-152X    

DOI:10.1002/jhet.5570020127

出版商:Wiley‐Blackwell    

年代:1965

数据来源: WILEY