Carbon Disulfide. II. Reaction with Active Methylene Compounds. The Structures of the Desaurins

1971 ◽  
Vol 49 (9) ◽  
pp. 1456-1466 ◽  
Author(s):  
Peter Yates ◽  
Donald R. Moore ◽  
Thomas R. Lynch
Keyword(s):  
Carbon Disulfide ◽  
High Melting ◽  
Neutral Compounds ◽  
Active Methylene Compounds ◽  
Derivatives Of ◽  
Active Methylene

The desaurins, high-melting, neutral compounds formed by the reaction of active methylene compounds with base and carbon disulfide, have been shown to be derivatives of 2,4-bismethylene-1,3-dithietane.

Reaction of Carbon Disulfide with Active Methylenes: Novel Synthesis of Thiophene, Thieno[2,3-b]thiophene, Thieno[3,2-c]pyrazole and Thieno[3,2-b]pyridine Derivatives

1995 ◽  
Vol 60 (9) ◽  
pp. 1578-1586 ◽  
Author(s):  
Rafat M. Mohareb ◽  
Sherif M. Sherif ◽  
Adiba Habashi ◽  
Nadia I. Abdel-Sayed ◽  
Samia S. Osman
Keyword(s):  
Carbon Disulfide ◽  
Potassium Hydroxide ◽  
Dimethyl Formamide ◽  
Pyridine Derivatives ◽  
Novel Synthesis ◽  
Oxobutanoic Acid ◽  
Active Methylene Compounds ◽  
Derivatives Of ◽  
Active Methylene

The active methylene compounds - derivatives of malonic or 4-oxobutanoic acid - reacted with carbon disulfide in dimethyl formamide containing potassium hydroxide to yield the non-isolable dipotassium disulfide intermediates. The latter were cyclized by α-haloketones to give thiophene, thieno[2,3-b]thiophene, thieno[3,2-c]pyrazole and thieno[3,2-b]pyridine derivatives. The reactivity of the products toward various reagents was studied.

scholarly journals Application of Commercially Available Anhydrous Potassium Fluoride for a Convenient Synthesis of Ketene Dithioacetals

1999 ◽  
Vol 23 (8) ◽  
pp. 492-493
Author(s):  
Sabir H. Mashraqui ◽  
Harini Hariharasubrahmanian
Keyword(s):  
Carbon Disulfide ◽  
Alkylating Agent ◽  
Potassium Fluoride ◽  
Solid Support ◽  
Ambient Conditions ◽  
Ketene Dithioacetals ◽  
Convenient Synthesis ◽  
Active Methylene Compounds ◽  
Active Methylene

Commercially available anhydrous KF without activation or solid support promotes condensation between active methylene compounds, carbon disulfide and an alkylating agent in dry DMF to allow the preparation of a variety of ketene dithioacetals in fair to good yields under ambient conditions.

Polarographic half-wave potentials and ultraviolet absorption spectra of some conjugated heteroenoid compounds

1969 ◽  
Vol 47 (21) ◽  
pp. 4076-4083 ◽  
Author(s):  
H. L. Holmes ◽  
D. J. Currie
Keyword(s):  
Absorption Spectra ◽  
Functional Groups ◽  
Ultraviolet Absorption ◽  
Half Wave ◽  
Active Methylene Compounds ◽  
Derivatives Of ◽  
Active Methylene ◽  
Hammett Relationship

The half-wave potentials of phenyl substituted derivatives for each series of conjugated heteroenoid compounds studied follow a Hammett relationship. The effect of change in the functional groups and of increase in length of the conjugated system upon half-wave potentials and ultraviolet absorption maxima is briefly discussed. Terephthalylidene derivatives of active methylene compounds function like the cinnamylidene derivatives.

Acylaminoacetyl derivatives of active methylene compounds.3.C-Acylation Reactionsviathe Hippuric Acid Azlactone

1994 ◽  
Vol 31 (5) ◽  
pp. 1145-1150 ◽  
Author(s):  
Stylianos Hamilakis ◽  
Demetrios Kontonassios ◽  
Constantine Sandris
Keyword(s):  
Hippuric Acid ◽  
Active Methylene Compounds ◽  
Derivatives Of ◽  
Active Methylene

scholarly journals A new and facile synthetic approach to substituted 2-thioxoquinazolin-4-ones by the annulation of a pyrimidine derivative

2010 ◽  
Vol 6 ◽  
pp. 1056-1060 ◽  
Author(s):  
Nimalini Devi Moirangthem ◽  
Warjeet Singh Laitonjam
Keyword(s):  
Ethyl Cyanoacetate ◽  
Pyrimidine Derivative ◽  
Synthetic Approach ◽  
Facile Synthesis ◽  
Benzenoid System ◽  
Active Methylene Compounds ◽  
Pyrimidine Moiety ◽  
Derivatives Of ◽  
Active Methylene

A new and facile synthesis of 2-thioxoquinazolin-4-ones by introducing a benzenoid system in the pyrimidine moiety by reacting ethoxymethylene derivatives of 1,3-diarylthiobarbituric acids (DTBA) with active methylene compounds, such as malononitrile and ethyl cyanoacetate, in presence of ZnCl2 has been developed.

Carbon Disulfide. III. Reaction with Active Methylene Compounds. The Infrared and Ultraviolet Spectra of the Desaurins

1971 ◽  
Vol 49 (9) ◽  
pp. 1467-1476 ◽  
Author(s):  
Peter Yates ◽  
Thomas R. Lynch ◽  
Donald R. Moore
Keyword(s):  
Carbon Disulfide ◽  
Strong Interaction ◽  
Fermi Resonance ◽  
Carbonyl Groups ◽  
Ultraviolet Spectra ◽  
Weak Intensity ◽  
Active Methylene Compounds ◽  
Active Methylene ◽  
Related Compounds

The position of the carbonyl-stretching bands in the i.r. spectra of the desaurins, 2,4-bis(acylmethylene)- and 2,4-bis(carboxymethylene)-1,3-dithetane derivatives, establishes that there is a strong interaction between the sulfur atoms and the carbonyl groups. This is considered to involve mainly conjugative interaction rather than interaction through space, although the latter may account for the abnormally weak intensity of the carbonyl-stretching bands. These bands are split in the case of several desaurins and related compounds, and evidence has been obtained in one case that the splitting is due to Fermi resonance. The u.v. spectra of the desaurins and related compounds also indicate a strong conjugative interaction between the sulfur atoms and the carbonyl groups.

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