Synthetic Routes to, Transformations of, and Rather Surprising Stabilities of (N-Methyl-N-phenylcarbamoyl)sulfenyl Chloride, ((N-Methyl-N-phenylcarbamoyl)dithio)carbonyl Chloride, and Related Compounds

2011 ◽  
Vol 76 (19) ◽  
pp. 7882-7892 ◽  
Author(s):  
Alex M. Schrader ◽  
Alayne L. Schroll ◽  
George Barany
Keyword(s):  
Sulfenyl Chloride ◽  
Carbonyl Chloride ◽  
Synthetic Routes ◽  
Related Compounds

Preparation and Characterization of Pseudohalogeno(methyl)germanes and Related Compounds

1973 ◽  
Vol 51 (2) ◽  
pp. 302-311 ◽  
Author(s):  
J. E. Drake ◽  
R. T. Hemmings
Keyword(s):  
Raman Spectra ◽  
Mass Spectra ◽  
Molecular Weights ◽  
Synthetic Routes ◽  
Cleavage Reactions ◽  
Related Compounds

Synthetic routes to the series of pseudohalogeno(methyl)germanes, MeGeH2Ps and MeGePs3 (Ps = N3, CN, NCO, NCS), and the related compounds MeGeH2OAc and Ge(N3)4 are discussed. The compounds are characterized by their molecular weights, mass spectra, 1H n.m.r. spectra and cleavage reactions. Their i.r. and Raman spectra are assigned as further confirmation of their structures.

Heterocyclic Amplifiers of Phleomycin. VI. Some Phenylpurines, Phenylpteridines, Phenylquinazolines and Related Compounds

1985 ◽  
Vol 38 (3) ◽  
pp. 467 ◽  
Author(s):  
DJ Brown ◽  
K Mori
Keyword(s):  
Side Chain ◽  
Methyl Groups ◽  
Bacterial System ◽  
Synthetic Routes ◽  
Related Compounds

Synthetic routes are described to a series of 2-, 6- and 8- phenylpurines , each with an appropriate S-or NH-linked side chain elsewhere in the molecule; to 2- and 4-phenylpteridines, each with a similar side chain and some with two additional C-methyl groups, to 2- and 4-phenylquinazolines, each equipped with an analogous side chain; and to two pyridinyl analogues of the above. Three of the above components are shown to have considerable activity as amplifiers of phleomycin -G in an in vitro bacterial system.

Synthesis of Chlorobiphenyls Labeled with Deuterium and Chlorine-36

1972 ◽  
Vol 55 (4) ◽  
pp. 753-756
Author(s):  
O Hutzinger ◽  
C Pothier ◽  
S Safe
Keyword(s):  
Dimethyl Sulfoxide ◽  
Ferric Chloride ◽  
Lithium Aluminum ◽  
Amino Compounds ◽  
Selective Hydrogenolysis ◽  
Synthetic Routes ◽  
Related Compounds ◽  
Chlorine 36

Abstract Four di-, tetra-, and hexachlorobiphenyls labeled with deuterium (>98%) in specific positions have been prepared by selective hydrogenolysis of iodine from chloroiodobiphenyls with lithium aluminum deuteride. 3,3’,4,4’- Tetrachlorobiphenyl (4,4’-36Cl) and 2,2’,4,4’,- 5,5’-hexachlorobiphenyl (4,4’-36Cl) were made by the decomposition of the corresponding chlorobiphenyl diazonium fluoroborates in dimethyl sulfoxide in the presence of ferric chloride-36Cl. The 2 synthetic routes described are models for the preparation of many related compounds because a variety of amino compounds, which are starting materials in the reactions described, are readily available.

ChemInform Abstract: Synthetic Routes to the Piperolides, Fadyenolides, Epoxypiperolides, and Related Compounds.

ChemInform ◽  
1987 ◽  
Vol 18 (32) ◽  
Author(s):  
A. PELTER ◽  
R. I. H. AL-BAYATI ◽  
M. T. AYOUB ◽  
W. LEWIS ◽  
P. PARDASANI ◽  
...  
Keyword(s):  
Synthetic Routes ◽  
Related Compounds

scholarly journals Drimenol: A Versatile Synthon for Compounds with trans-Drimane Skeleton

2011 ◽  
Vol 6 (4) ◽  
pp. 1934578X1100600
Author(s):  
Manuel Cortés ◽  
Virginia Delgado ◽  
Claudio Saitz ◽  
Veronica Armstrong
Keyword(s):  
Chemical Structure ◽  
Natural Occurrence ◽  
Total Syntheses ◽  
Biomimetic Cyclization ◽  
Synthetic Routes ◽  
Related Compounds ◽  
Chiral Synthon ◽  
Microbiological Procedures

Several reviews have been published on sesquiterpenes, and on drimane-type sesquiterpenes, going through drimenol and related compounds among others. However, to our knowledge, this is the first review exclusively on drimenol. Although, the main focus is on drimenol as a synthon for other drimane-type compounds, synthetic routes to obtain racemic and (-)-drimenol are summarized, as well as its isolation and determination of its configuration, in the early fifties. The reviewed synthetic routes start from natural (-)-drimenol as chiral synthon in most of cases, nevertheless total syntheses are considered as well. The strategies where racemic drimenol is involved begin with biomimetic cyclization of trans-farnesol. Microbiological procedures to functionalize the A ring of drimenol are also commented. The revision is classified according to the chemical structure of the final product, which mainly correspond to structures of natural occurrence, although other related derivatives are also analyzed.

Potential Nootropic Agents: Synthesis of Some 1,4-Disubstituted 2-Oxopyrrolidines and Some Related Compounds

1994 ◽  
Vol 59 (5) ◽  
pp. 1126-1136 ◽  
Author(s):  
Vladimír Valenta ◽  
Jiří Urban ◽  
Jan Taimr ◽  
Zdeněk Polívka
Keyword(s):  
Carboxylic Acid ◽  
Dicarboxylic Acid ◽  
Itaconic Acid ◽  
Thionyl Chloride ◽  
Alkaline Hydrolysis ◽  
Nootropic Activity ◽  
Carbonyl Chloride ◽  
Nootropic Agents ◽  
Hydrolysis Of ◽  
Related Compounds

4-(Aminomethyl)-1-benzyl-2-oxopyrrolidine (VI) was transformed by treatment with (4-benzhydrylpiperazin-1-yl)carbonyl chlorides IIIb - IIId and with (4-methylpiperazin-1-yl)carbonyl chloride (IIIa) to the carboxamides IVa - IVd. Heating of 1-(ethoxycarbonylmethyl)-2,4-dioxopyrrolidine (XIX) in acetonitrile in the presence of water afforded XVIIIa. Treatment with ammonia led to the diamide XVIIIc, while alkaline hydrolysis of XVIIIa gave the dicarboxylic acid XVIIIb. 4-(Aminomethyl)-1-(4-methylthiobenzyl)-2-oxopyrrolidine (XII) was prepared by the reaction of 4-(methylthio)benzylamine with itaconic acid and the following sequence of reactions starting from the obtained carboxylic acid VII including esterification, reduction and treatment the obtained alcohol IX with thionyl chloride, synthesis of phthalimido derivative XI and hydrazinolysis. Amine XII added to 4-chlorophenyl isocyanate formed XIII. The compounds prepared were tested for nootropic activity.

Quinazolines. XXIV. The Synthesis of 2,4-Diazatetra-cyclo[7,3,1,17,11,01,6]tetradecanes(Adamantano [1,2-d]pyrimidines)

1979 ◽  
Vol 32 (8) ◽  
pp. 1805 ◽  
Author(s):  
WLF Armarego ◽  
PG Tucker
Keyword(s):  
Biological Evaluation ◽  
Adamantane Derivative ◽  
Carbonyl Chloride ◽  
Related Compounds

The syntheses of 6-hydroxy-2,4-Diazatetracyclo[7,3,1,17,11,01,6]tetradecan-3-iminium (4) picrate and related compounds starting from 2-oxoadamantane-1-carbonyl chloride (5) are described. In preliminary biological evaluation it was found that the most toxic (M.L.D. values for mice) adamantane derivative, 3,5 diazatetracyclo[7,3,1,17,11,01,6]tetradecane-2,4-dione (76 mg kg-1), was much less toxic than tetrodotoxin (0.013 mg kg-1).

Synthetic routes to the piperolides, fadyenolides, epoxypiperolides, and related compounds

1987 ◽  
pp. 717 ◽  
Author(s):  
Andrew Pelter ◽  
Redha I. H. Al-Bayati ◽  
Migdad T. Ayoub ◽  
Wynn Lewis ◽  
Pushpa Pardasani ◽  
...  
Keyword(s):  
Synthetic Routes ◽  
Related Compounds
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