ChemInform Abstract: SYNTH. NEUER 1H,3H‐CHINAZOLINDIONE‐(2,4)

G, Pastor; Blanchard, Carol Z.; Montginoul, Claude; Torreilles, E.; Giral, L.; Texier, A.

doi:10.1002/chin.197545301

Cited by 10 publications

(16 citation statements)

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“…Found: C,49.9;H,3.3,N,8.4;S,9.9 ClN 2 OS: C,57.85;H,3.8;N,9.65;Cl,12.2%. Found: C,57.5;H,3.7,N,9.4;Cl,12. H,375;Br,22.88;N,8.02. Found: C,51.25;H,3.6;Br,22.8;N,8. OS: C,60.4;H,3.9;N,6.4;S,7.3%.…”

Section: Methodsmentioning

confidence: 99%

Synthesis of 1H-quinazoline-4-ones using intramolecular aromatic nucleophilic substitution

Bowman¹,

Heaney²,

Smith³

2003

Arkivoc

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The anions of 1-(2-bromobenzoyl)-3-phenylthiourea 1, 1-(2-chlorobenzoyl)-3-phenylthiourea 2 and 1-(2-bromobenzoyl)-3-phenylurea 8 undergo intramolecular nucleophilic substitution (putative S N Ar mechanism), and not intramolecular S RN 1 substitution, to yield 1-phenyl-2-thioxo-2,3-dihydro-1H-quinazolin-4-one 6 and 1-phenyl-1H-quinazoline-2,4-dione 9 respectively. Under the same reaction conditions with the addition of copper(I) iodide, phenylthioureas 1 and 2 gave a rearrangement to the respective 2-halogeno-N-phenylbenzamides.

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Section: Methodsmentioning

confidence: 99%

Synthesis of 1H-quinazoline-4-ones using intramolecular aromatic nucleophilic substitution

Bowman¹,

Heaney²,

Smith³

2003

Arkivoc

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“…Numerous synthetic methodologies exists for the preparation of quinazoline-2,4(1H,3H)-diones from anthranilic acid and urea [127,128] anthranilamide and phosgene [129] and anthranilic acid and potassium cyanate [130] or chlorosulfonyl isocyanate [131]. However, the scope of existing methodologies for the preparation of quinazoline-2,4(1H,3H)-diones are limited by the requirement for specialized reagents and operational complexity due to the use of either toxic or cumbersome reagents like phosgene.…”

Section: Synthesis Of Quinazoline-24(1h3h)-dionesmentioning

confidence: 99%

Carbon dioxide: a renewable feedstock for the synthesis of fine and bulk chemicals

Patil

Tambade

Jagtap

et al. 2009

Front. Chem. Eng. China

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The syntheses of carbon dioxide (CO 2 ) based industrially important chemicals have gained considerable interest in view of the sustainable chemistry and "green chemistry" concepts. In this review, recent developments in the chemical fixation of CO 2 to valuable chemicals are discussed. The synthesis of five-member cyclic carbonates via, cycloaddition of CO 2 to epoxides is one of the promising reactions replacing the existing poisonous phosgene-based synthetic route. This review focuses on the synthesis of cyclic carbonates, vinyl carbamates, and quinazoline-2,4(1H,3H)-diones via reaction of CO 2 and epoxide, amines/phenyl acetylene, 2-aminobenzinitrile and other chemicals. Direct synthesis of dimethyl carbonate, 1,3-disubstituted urea and 2-oxazolidinones/2-imidazolidinones have limitations at present because of the reaction equilibrium and chemical inertness of CO 2 . The preferred alternatives for their synthesis like transesterification of ethylene carbonate with methanol, transamination of ethylene carbonate with primary amine and transamination reaction of ethylene carbonate with diamines/β-aminoalcohols are discussed. These methodologies offer marked improvements for greener chemical fixation of CO 2 in to industrially important chemicals.

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“…Various synthetic methodologies exists for the preparation of quinazoline-2,4(1H,3H)-diones i.e., via reaction of anthranilic acid with urea [11,12], anthranilamide with phosgene [13], and anthranilic acid with potassium cyanate [14] or chlorosulfonyl isocyanate [15]. However, the scope of these methodologies for the preparation of quinazoline-2,4(1H,3H)-diones are often limited by the requirement for specialized reagents, and operational complexity due to the use of either toxic or cumbersome reagents like phosgene.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Quinazoline-2,4(1H,3H)-Diones from Carbon dioxide and 2-Aminobenzonitriles Using MgO/ZrO2 as a Solid Base Catalyst

et al. 2009

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The synthesis of quinazoline-2,4(1H,3H)-diones from carbon dioxide and 2-aminobenzonitriles using MgO/ZrO 2 as a novel and efficient heterogeneous base catalyst is reported. The synthesized MgO/ZrO 2 catalyst was characterized by XRD, FTIR and its basic properties were measured using CO 2 temperature programed desorption analysis. The effects of various reaction parameters were investigated in detail. A wide variety of aromatic aminobenzonitriles and five member N-heterocyclic carbonitriles were synthesized using this protocol.

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ChemInform Abstract: SYNTH. NEUER 1H,3H‐CHINAZOLINDIONE‐(2,4)

Abstract: Beim Schmelzen der N‐substituierten Anthranilsäuren (I) mit äquimolaren Mengen Harnstoff (II) entstehen die Chinazolindione (III).

Cited by 10 publications

References 0 publications

Synthesis of 1H-quinazoline-4-ones using intramolecular aromatic nucleophilic substitution

Synthesis of 1H-quinazoline-4-ones using intramolecular aromatic nucleophilic substitution

Carbon dioxide: a renewable feedstock for the synthesis of fine and bulk chemicals

Synthesis of Quinazoline-2,4(1H,3H)-Diones from Carbon dioxide and 2-Aminobenzonitriles Using MgO/ZrO2 as a Solid Base Catalyst

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