A convenient method to obtain 4,5-dihydro-1H-1-methylpyrazoles by a ring transformation reaction.

被引:25
作者
Bonacorso, HG [1 ]
Wastowski, AD [1 ]
Zanatta, N [1 ]
Martins, MAP [1 ]
机构
[1] Univ Fed Santa Maria, Dept Quim, BR-97105900 Santa Maria, RS, Brazil
关键词
D O I
10.1080/00397910008087174
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A convenient method for the synthesis of alkyl[aryl]-substituted 5-hydroxy-5-trifluoromethyl-4, 5-dihydro-1H-1-methylpyrazole (2) fiom a new ring transformation reaction of alkyl[aryl]-substituted-5-hydroxy-5-trifluoromethyl- 4,5-dihydro-1H-1-pyrazolethiocarboxyamide (1) with methylhydrazine in THF, and the thermal dehydration of 2, are reported.
引用
收藏
页码:1457 / 1465
页数:9
相关论文
共 15 条
[1]  
ALBEROLA A, 1988, SYNTHESIS-STUTTGART, P203
[2]   Haloacetylated enol ethers 10.: Condensation of β-alkoxyvinyl trifluoromethyl ketones with thiosemicarbazide.: Synthesis of new trifluoromethyl 4,5-dihydro-1H-1-pyrazolethiocarboxyamides [J].
Bonacorso, HG ;
Wastowski, AD ;
Zanatta, N ;
Martins, MAP ;
Naue, JA .
JOURNAL OF FLUORINE CHEMISTRY, 1998, 92 (01) :23-26
[3]   Haloacetylated enol ethers:: 12 [18].: Regiospecific synthesis and structural determination of stable 5-hydroxy-1H-pyrazolines [J].
Bonacorso, HG ;
Oliveira, MR ;
Wentz, AP ;
Wastowski, AD ;
de Oliveira, AB ;
Höerner, M ;
Zanatta, N ;
Martins, MAP .
TETRAHEDRON, 1999, 55 (02) :345-352
[4]   A convenient method for the synthesis of 2-trichloromethyl-4-p-substituted-phenyl-3H-1,5-benzodiazepines. [J].
Bonacorso, HG ;
Bittencourt, ST ;
Wastowski, AD ;
Wentz, AP ;
Zanatta, N ;
Martins, MAP .
TETRAHEDRON LETTERS, 1996, 37 (51) :9155-9156
[5]   HALOACETYLATED ENOL ETHERS .2. SYNTHESIS OF 5-TRIFLUOROMETHYLPYRAZOLES [J].
BRAIBANTE, MEF ;
CLAR, G ;
MARTINS, MAP .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1993, 30 (04) :1159-1160
[6]  
ELGUERO J, 1989, HETEROCYCLES, V29, P245
[7]   ESTROGEN SYNTHETASE INHIBITORS .2. COMPARISON OF THE INVITRO AROMATASE INHIBITORY ACTIVITY FOR A VARIETY OF NITROGEN-HETEROCYCLES SUBSTITUTED WITH DIARYLMETHANE OR DIARYLMETHANOL GROUPS [J].
JONES, CD ;
WINTER, MA ;
HIRSCH, KS ;
STAMM, N ;
TAYLOR, HM ;
HOLDEN, HE ;
DAVENPORT, JD ;
VONKRUMKALNS, E ;
SUHR, RG .
JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (01) :416-429
[8]  
Katritzky A. R., 1996, COMPREHENSIVE HETERO, V3, P1
[9]   SO2 EXTRUSION IN 1,2,6-THIADIAZINE 1,1-DIOXIDES - A NOVEL SYNTHESIS OF PYRAZOLES [J].
KLEIN, JF ;
POMMELET, JC ;
CHUCHE, J ;
ELGUERO, J ;
GOYA, P ;
MARTINEZ, A .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1993, 71 (03) :410-412
[10]  
Martins MAP, 1995, SYNTHESIS-STUTTGART, P1491