The relative reactivity of the methyl groups of benzo derivatives of 4-methylpyridine

1954 ◽  
Vol 3 (5) ◽  
pp. 731-737
Author(s):  
B. M. Mikhailov ◽  
G. S. Ter-Sarkisyan
Keyword(s):  
Relative Reactivity ◽  
Methyl Groups ◽  
Derivatives Of

Alkaloids of the Australian Rutaceae: Melicope fareana. IV. Some Reactions of 1-Methyl-4-quinolone-3-carboxyic Acid, a Degradation Product of the Alkaloids

1949 ◽  
Vol 2 (2) ◽  
pp. 272 ◽  
Author(s):  
JR Price
Keyword(s):  
Nitric Acid ◽  
Carboxylic Acid ◽  
Hydrochloric Acid ◽  
Degradation Product ◽  
Carboxyl Groups ◽  
Methyl Groups ◽  
Derivatives Of

Melicopine, melicopidine, and melicopicine are each oxidized by nitric acid to the same acid, C11H9O3N. Decarboxylation gives 1-methyl-4-quinolone (I) and the acid is shown to be 1-methyl-4-quinolone-3-carboxylic acid (II). The 3- and 6- mononitro-, 3,6-dinitro-, and 2-hydroxy-3,6-dinitro- derivatives of 1-methyl-4-quinolone have been prepared and the orientation of the substituents established by oxidation of the hydroxydinitro- compound to 5-nitro-N-methylanthranilic acid. 1-Methy1-4-quinolone-3-carboxylic acid is readily converted to a tetrahydro- derivative. The carboxyl groups in II and in the tetrahydro- acid are reduced by zinc and hydrochloric acid to methyl groups.

SYNTHESIS OF DERIVATIVES OF 1,2-DICHLORO-4-BENZENESULFONAMIDO-5-NITROBENZENE AND THEIR USE IN THE CHEMOTHERAPY OF SPONTANEOUS CANCERS

1965 ◽  
Vol 43 (5) ◽  
pp. 1454-1459 ◽  
Author(s):  
D. W. Woolley ◽  
T. Van Der Hoeven
Keyword(s):  
Active Substance ◽  
Quaternary Ammonium ◽  
Water Solubility ◽  
Parent Compound ◽  
Para Position ◽  
Methyl Groups ◽  
Chlorine Atoms ◽  
Derivatives Of ◽  
Ionizable Groups

A series of compounds related to 1,2-dichloro-4-benzenesulfonamido-5-nitrobenzene has been synthesized. These included derivatives in which ionizable groups had been placed in the para position of the benzenesulfonamido portion to confer on the compounds water solubility at physiological pH. Thus, carboxyl and quaternary ammonium groupings were introduced in this position. Water solubility was also conferred by introduction at the same position of non-ionizable groups such as polyhydroxyalkylamido groups. Additional relatives of the parent compound in which the chlorine atoms were replaced by methyl groups, and in which para-substituted benzenesulfonamido groups replaced those in the 4 and 5 positions, were synthesized. These compounds were tested for their ability to cure permanently the spontaneous mammary cancers of two strains of mice. All compounds were tested in combination with 1,2-dimethyl-4-(p-carboxyphenylazo)-5-hydroxybenzene. The most active substance found was 1,2-dichloro-4-(p-carboxybenzenesulfonamido)-5-nitrobenzene.

13C Nuclear Magnetic Resonance Studies of Organometallic Compounds. IV. cis-Dimethylplatinum(II) Derivatives

1974 ◽  
Vol 52 (7) ◽  
pp. 1165-1170 ◽  
Author(s):  
Howard Charles Clark ◽  
Leo Ernest Manzer ◽  
John Edward Henry Ward
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Organometallic Compounds ◽  
Methyl Groups ◽  
Magnetic Resonance Studies ◽  
Trans Influence ◽  
13C Nuclear Magnetic Resonance ◽  
Cis And Trans ◽  
Derivatives Of ◽  
Nuclear Magnetic

Data derived from the 13C n.m.r. spectra of seven neutral cis-dimethylplatinum(II) derivatives of the type cis-(CH3)2PtL2 and cis-(CH3)2Pt(L—L) (where L and L—L are neutral donors) are discussed and compared with data derived from the 1H n.m.r. spectra of the complexes. Simultaneous variations in L or L—L reveal that the n.m.r. trans-influence rather than the n.m.r. cis-influence is dominant. The suggestion that the n.m.r. cis- and trans-influences may be additive is discussed. In contrast with data obtained by other workers, it is shown that the 1JCH values of the platinum methyl groups are essentially insensitive to variations in the remaining ligands.

5-Cinnamoyl- and 5-(Ethoxycarbonyl)-6-styryl Derivatives of 4-Aryl-3,4-dihydropyrimidin-2(1H)-ones

2007 ◽  
Vol 72 (9) ◽  
pp. 1219-1228 ◽  
Author(s):  
Maksim A. Kolosov ◽  
Valeriy D. Orlov ◽  
Valeriy V. Vashchenko ◽  
Svetlana V. Shishkina ◽  
Oleg V. Shishkin
Keyword(s):  
Physicochemical Properties ◽  
Alkyl Substituent ◽  
Methyl Groups ◽  
Schmidt Reaction ◽  
Acetyl Group ◽  
Derivatives Of

Several 5-cinnamoyl- and 5-(ethoxycarbonyl)-6-styryl derivatives of 4-aryl-3,4-dihydropyrimidin-2(1H)-ones were obtained and their physicochemical properties were investigated. The introduction of alkyl substituent in position 1 of dihydropyrimidine ring was shown to promote the Claisen-Schmidt reaction on acetyl group only; without the alkyl both acetyl and 6-methyl groups participate in the reaction.

scholarly journals Synthesis of enantiomerically enriched (R)-13C-labelled 2-aminoisobutyric acid (Aib) by conformational memory in the alkylation of a derivative of L-alanine

2011 ◽  
Vol 7 ◽  
pp. 1304-1309 ◽  
Author(s):  
Stephen P Fletcher ◽  
Jordi Solà ◽  
Dean Holt ◽  
Robert A Brown ◽  
Jonathan Clayden
Keyword(s):  
Amino Acids ◽  
Absolute Configuration ◽  
Enantiomeric Purity ◽  
Methyl Groups ◽  
Aminoisobutyric Acid ◽  
The Absolute ◽  
Conformational Memory ◽  
Enantioselective Alkylation ◽  
Derivatives Of

The method of Kouklovsky and coworkers for the enantioselective alkylation of cyclic N-naphthoyl derivatives of amino acids was used to introduce a 13C label into one of the two enantiotopic methyl groups of 2-aminoisobutyric acid (Aib) by retentive alkylation of L-alanine with 13CH3I. Conditions were identified for optimization of yield and enantiomeric purity, and the absolute configuration of the labelled product was established.

13C nuclear magnetic resonance spectra of alkyl indoles including derivatives of hexahydroechinulin

1976 ◽  
Vol 54 (18) ◽  
pp. 2915-2918 ◽  
Author(s):  
Robert R. Fraser ◽  
Salvatore Passannanti ◽  
Franco Piozzi
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Original Data ◽  
Single Frequency ◽  
Methyl Groups ◽  
Methyl Substituent ◽  
Nuclear Magnetic Resonance Spectra ◽  
13C Nuclear Magnetic Resonance ◽  
A Site ◽  
Derivatives Of ◽  
C Nmr

Revised structures for 4-bromohexahydroechinulin and 6-nitrohexahydroechinulin have been established using 13C nmr spectroscopy. For this purpose the substituent parameter for the nitro group at a site flanked by two methyl groups has been measured. Inconsistencies in previous data on alkyl indoles in comparison with hexahydroechinulin suggested a reassignment of the C4 and C6 signals in 5-methylindole, which we have proven by single frequency spin-decoupling experiments. The original data on methyl indoles has been retabulated to include the above reassignments and others recently reported by Gribble et al. A more consistent and reliable set of methyl substituent parameters is thereby obtained.

Carbon-13 nuclear magnetic resonance spectra in the identification of N-, O or S-methyl derivatives of some tautomeric hydroxy and mercapto nitrogen heterocycles

1984 ◽  
Vol 37 (11) ◽  
pp. 2391 ◽  
Author(s):  
GB Barlin ◽  
DJ Brown ◽  
MD Fenn
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Nitrogen Heterocycles ◽  
Resonance Spectroscopy ◽  
Methyl Groups ◽  
Nuclear Magnetic Resonance Spectra ◽  
Methoxy Groups ◽  
Methyl Derivatives ◽  
Derivatives Of ◽  
Nuclear Magnetic

Carbon-13 nuclear magnetic resonance spectroscopy, in contrast to 1H n.m.r. spectroscopy, has been shown to provide a clear distinction in a variety of nitrogen heterocyclic systems between O-methyl and nuclear N-methyl groups. Methoxy groups were found to occur in the range δ�53.20-61.87, nuclear N-methyl groups at 34.29-49.62, and methylthio groups at 12.35-14.55 for the compounds examined in (D)chloroform. Data for N- and O-methyl derivatives of pyridin-2- and -4-ol,* the corresponding pyrimidines, and some sulfur analogues have been compared with those for the unmethylated parent compounds.

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