Synthesis of pyrazolo[1,5-a]pyrimidines in the reaction of 5-amino-3-arylpyrazoles with methoxymethylene Meldrum's acid derivatives and thermolysis of their pyrazolylaminomethylene derivatives

被引:43
作者
Quiroga, J [1 ]
Hormaza, A
Insuasty, B
机构
[1] Univ Valle, Dept Chem, Cali 25360, Colombia
[2] Univ Chile, Dept Quim Organ & Fisicoquim, Santiago, Chile
[3] Univ Chile, CEPEDEQ, Santiago, Chile
关键词
D O I
10.1002/jhet.5570350112
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of pyrazolo[1,5-a]pyrimidin-3-ones 3 was prepared from Meldrum's acid and 5-amino-3-arylpyrazoles 1 by cyclization in nitrobenzene of the corresponding 5-pyrazolylaminomethylene Meldrum's acid derivatives 2. The structure of pyrazolo[1,5-a]pyrimidin-3-ones and their precursors were determined by nmr measurements.
引用
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页码:61 / 64
页数:4
相关论文
共 15 条
[1]   SYNTHESIS OF 2,4-DIMETHYLPYRAZOLO[1,5-A]-1,3,5-TRIAZINE [J].
ALBERT, AH ;
ROBINS, RK ;
OBRIEN, DE .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1973, 10 (05) :885-885
[2]   H-1 AND C-13 NMR-STUDY OF THE PYRAZOLO[1,5-ALPHA]PYRIMIDINE SYSTEM [J].
CHIMICHI, S ;
COSIMELLI, B ;
BRUNI, F ;
SELLERI, S .
CANADIAN JOURNAL OF CHEMISTRY, 1992, 70 (04) :1093-1097
[3]   PYRIMIDINE-DERIVATIVES AND RELATED COMPOUNDS .3. SYNTHESIS OF SOME NEW PYRAZOLO[1,5-A]PYRIMIDINES AND PYRAZOLO[3,4-D]PYRIMIDINE DERIVATIVES [J].
ELNAGDI, MH ;
FAHMY, SM ;
ZAYED, EM ;
ILIAS, MAM .
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 1976, 31 (06) :795-800
[4]   CHEMISTRY OF PYRAZOLOPYRIMIDINES [J].
ELNAGDI, MH ;
ELMOGHAYAR, MRH ;
ELGEMEIE, GEH .
ADVANCES IN HETEROCYCLIC CHEMISTRY, 1987, 41 :319-376
[5]  
ELNAGDI MH, 1984, SYNTHESIS-STUTTGART, P1
[6]  
GREENHILL JV, 1984, COMPREHENSIVE HETERO, V5, P305
[7]   PYRAZOLO[1,5-ALPHA]PYRIMIDINE - SYNTHESIS AND REGIOSPECIFIC ELECTROPHILIC SUBSTITUTION IN PYRAZOLE AND-OR PYRIMIDINE RINGS [J].
LYNCH, BM ;
KHAN, MA ;
SHARMA, SC ;
TEO, HC .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1975, 53 (01) :119-124
[8]  
Meier, 1992, REV COLOMB QUIM, V21, P29
[9]   NOVEL REARRANGEMENT OF 3-CYANOPYRAZOLO[1,5-A]PYRIMIDINE TO A PYRAZOLO[3,4-D]PYRIMIDINE [J].
NOVINSON, T ;
ROBINS, RK ;
OBRIEN, DE .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1973, 10 (05) :887-887
[10]  
ORLOV VD, 1988, KHIM GETEROTSIKL+, P962