Pyrolysis of Lactic Acid Derivatives. Production of Phenyl and o-Tolyl Acrylate^*

Abstract

Vol. 66 the high dipole moment of iodine monochloride and the resonance between the benzene rings of the biphenyls.It would appear in eacii case that iodination with iodine and nitric acid in a carbon tetrachloride solution is the best procedure for iodination of the esters studied. Austin, Texas

Convenient synthesis of some 2‐substituted 4(3H)‐quinazolinone derivatives

“…We have demonstrated a practical method for the preparation of 2-substituted-4(3H)-quinazolinones (13)(14)(15)(16)(17)(18)(19)(20), which can easily be transformed into 2-substituted conjugated derivatives (21-28) bearing terminal aryl groups. These compounds, 13-20, as well as 21-28, may possess biological activity, while the latter group indicates promising applications in nonlinear optics [36].…”

“…The most common synthetic approach to 2-substituted 3H-quinazolin-4-ones is based on acylation of anthranilic acid (or derivatives, e.g. 2-aminobenzonitrile) followed by cyclization and usually proceeds via an o-amidobenzamide intermediate [16][17][18][19][20]. Although there are numerous methods for the construction of the quinazolinone skeleton [21], only a few procedures for the synthesis of 2-vinyl derivatives of 3H-quinazolin-4-ones have been reported [22][23][24].…”

“…A series of 2-(2-hydroxy-2-arylethyl)-4-(3H)-quinazolinones (13)(14)(15)(16)(17)(18)(19)(20) has been synthesized starting from 2-methyl-4(3H)-quinazolinone 11 (Scheme 1). As a lithiation agent LDA was chosen.…”

Convenient Synthesis of Some 2‐Substituted 4(3H)‐Quinazolinone Derivatives.

“…The most common synthetic approach to 2-substituted 3H-quinazolin-4-ones is based on acylation of anthranilic acid (or derivatives, e.g. 2-aminobenzonitrile) followed by cyclization and usually proceeds via an o-amidobenzamide intermediate [16][17][18][19][20]. Although there are numerous methods for the construction of the quinazolinone skeleton [21], only a few procedures for the synthesis of 2-vinyl derivatives of 3H-quinazolin-4-ones have been reported [22][23][24].…”

Synthesis of 3‐aminoalkyl‐2‐arylaminoquiazolin‐4(3H)‐ones and 3,3′‐disubstituted bis‐2‐arylaminoquinazolin‐4(3H)‐ones via reactions of 1‐aryl‐3‐(2‐ethoxycarbonylphenyl)carbodiimides with diamines

“…In accordance with the significance of quinazolin-4(3H)-ones, numerous synthetic methods have been developed for the construction of these kinds of fused heterocycles: (a) The most common synthetic method to 2,3-substituted quinazolin-4(3H)-ones are based on the acylation-cyclisation of anthranilic acid or its derivative and proceed usually via an o-aminobenzamide intermediate [25]; (b) Usually, 4H-benzo[d] [1,3]oxazin-4-ones are valuable starting materials for the synthesis of variety of 2,3-disubstituted quinazolin-4(3H)-ones [26]; (c) Initial synthesis of 3-substituted 2-thio-2,3-dihydroquinazolin-4(1H)-one from methoxyaniline or methylanthranilate via thiourea intermediate followed by hydrazinolysis or aminolysis affords 2,3-substituted quinazolin-4(3H)-one [27]; (d) Recently, synthesis of 2,3-disubstituted quinazolin-4(3H)-ones via a one-pot, three component reaction of isatoic anhydride and an orthoester with ammonium acetate or a primary amine catalyzed by silica sulfuric acid under solvent-free conditions have been developed [28]. Unfortunately, some of these reported methods suffer from drawbacks like forcing conditions, long reaction times, unsatisfactory yields, cumbersome product isolation procedures and synthesis in multi-step synthetic programs.…”