2000
DOI: 10.1080/00397910008087195
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A Facile Synthesis of 2-Mino-3H-Quinazolin-4-Ones with Tandem Aza-Wittig Reaction

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Cited by 32 publications
(10 citation statements)
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“…for C 25 H 28 N 6 OS: C,65.19;H,6.13;N,18.25. Found: C,64.95;H,6.01;N,18. Calcd. for C 24 H 19 N 5 OS: C,67.74;H,4.50;N,16.46.…”
Section: -(2-(1-ethylpyrrolidine)methylamino)-3-methylthio-15-diphementioning
confidence: 99%
See 1 more Smart Citation
“…for C 25 H 28 N 6 OS: C,65.19;H,6.13;N,18.25. Found: C,64.95;H,6.01;N,18. Calcd. for C 24 H 19 N 5 OS: C,67.74;H,4.50;N,16.46.…”
Section: -(2-(1-ethylpyrrolidine)methylamino)-3-methylthio-15-diphementioning
confidence: 99%
“…16 Taylor 17 also reported the preparation of 6-phenylamino-1,5-dihydro-1-methyl-pyrazolo [3,4-d ]pyrimidin-4-one by utilizing o-phosphoranylideneamino pyrazolyl ester to react with isocyanates and amines. As a part of an extension of our studies on tandem aza-Wittig reaction, [18][19][20] we developed a new versatile solution-phase regioselective annulation process to synthesize novel 6-amino-3-alkylthio-1-phenyl-1,5-dihydro-pyrazolo- [3,4-d ]pyrimidin-4-one derivatives 5 and 6 (Scheme 1) and examined their fungicidal activities.…”
Section: Introductionmentioning
confidence: 99%
“…Iminophosphorane 1, easily prepared from ethylaminobenzoate according to the method described in our previous work [31], reacted with aromatic isocyanates to give 1-aryl-3-(2-ethoxycarbonylphenyl) carbodiimides 2 without needing to remove the byproduct Ph 3 PO. 1-Aryl-3-(2-ethoxycarbonylphenyl) carbodiimides 2 were allowed to react with primary diamines in 1:1 and 2:1 molar ratio, either in absent of or in the presence of sodium ethoxide, to generate selectively the regioisomers 3-aminoalkyl-2-arylaminoquinazolin-4(3H)-ones 3 and 3,3'-disubstituted bis-2-arylaminoquinazolin-4(3H)-ones 4 in same satisfactory yields, respectively.…”
Section: Resultsmentioning
confidence: 99%
“…Recently, aza-Wittig reactions of functionalized iminophosphorane with isocyanates are used to produce carbodiimide, which lead to the preparation of quinazolines [9], imidazolinones [10] and pteridinones [11]. As part of our ongoing project aimed at investigating new bioactive heterocycles [12], we have designed a series of compounds which have the skeletons of thiazolo [4,5-d]pyrimidines.…”
Section: Introductionmentioning
confidence: 99%