Synthesis and structure of 2-methyl-6-oxo-7,8-dihydrospiro(benzo[h]-triazolo[3,4-b]quinazoline-7,1′-cyclopentane)

Synthesis and structure of 2-methyl-6-oxo-7,8-dihydrospiro(benzo[h]-triazolo[3,4-b]quinazoline-7,1′-cyclopentane)
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2-甲基-6-氧代-7,8-二氢螺(苯并[h]-三唑并[3,4-b]喹唑啉-7,1′-环戊烷)的合成与结构

DOI:
10.1007/bf02290848
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发表时间:
2000
影响因子:
1.5
通讯作者:
Y. Struchkov
Y. Struchkov
中科院分区:
化学4区
文献类型:
--
作者:
A. Markosyan;R. A. Kuroyan;S. Dilanyan;M. Aleksanyan;A. Karapetyan;Y. Struchkov

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4-氨基-3-乙氧羰基-1,2-二氢螺(萘-2,1 ′-环戊烷)与苯甲酰基异硫氰酸酯反应生成相应的4-(N′-苯甲酰基硫脲基)衍生物,再环合生成4-氧代-2-硫代-1,2,3,4,5,6-六氢螺(苯并[h]喹唑啉-5,1 ′-环戊烷)。后者与水合肼缩合得到2-肼基-3,4,5,6-四氢螺(苯并[h]喹唑啉-5,1 ′-环戊烷),再与原甲酸酯反应得到6-氧代-1H-7,8-二氢螺(苯并[h]三唑并[3,4-B]喹唑啉-7,1 ′-环戊烷)。产物用碘甲烷甲基化得到其2-甲基衍生物。
The reaction of 4-amino-3-ethoxycarbonyl-1,2-dihydrospiro(naphthalene-2,1′-cyclopentane) with benzoyl isothiocyanate led to the corresponding 4-(N′-benzoylthioureido) derivative, the cyclization of which gave 4-oxo-2-thioxo-1,2,3,4,5,6-hexahydrospiro(benzo[h]qquinazoline-5,1′-cyclopentane). Condensation of the latter with hydrazine hydrate gave 2-hydrazino-3,4,5,6-tetrahydrospiro(benzo[h] quinazoline-5,1′-cyclopentane), which formed 6-oxo-1H-7,8-dihydrospiro(benzo[h] triazolo[3,4-b] quinazoline7,1′-cyclopentane) in reaction with orthoformice ester. Methylation of the product with methyl iodide led to its 2-methyl derivative.