Preparation of 1H-pyrazole-5-carboxamides from dilithiated C(alpha),N-phenylhydrazones and lithiated ethyl oxanilates or lithiated ethyl oxamate
Dilithiated C(alpha),N-phenylhydrazones were prepared in excess lithium diisopropylamide and condensed with either ethyl oxanilate, ethyl 4 ' -chlorooxanilate or ethyl oxamate to give intermediates that were quenched and acid cyclized to substituted 1H-pyrazole-5-carboxamides.
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| Published in | Journal of heterocyclic chemistry Vol. 38; no. 3; pp. 691 - 694 |
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| Main Authors | , , , , , , , |
| Format | Journal Article |
| Language | English |
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HOBOKEN
Wiley
01.05.2001
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| Abstract | Dilithiated C(alpha),N-phenylhydrazones were prepared in excess lithium diisopropylamide and condensed with either ethyl oxanilate, ethyl 4 ' -chlorooxanilate or ethyl oxamate to give intermediates that were quenched and acid cyclized to substituted 1H-pyrazole-5-carboxamides. |
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| AbstractList | Dilithiated C(alpha),N-phenylhydrazones were prepared in excess lithium diisopropylamide and condensed with either ethyl oxanilate, ethyl 4 ' -chlorooxanilate or ethyl oxamate to give intermediates that were quenched and acid cyclized to substituted 1H-pyrazole-5-carboxamides. |
| Author | Pastine, SJ Schady, DA Downs Kelley, W Embree, MC Beam, CF Greer, HA Townsend, JD |
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| Keywords | RMN FUNGICIDES C-13 ANALOGS SUBSTITUTED PYRAZOLES SERIE DES AZOLES C(ALPHA)-DIANIONS DERIVATIVES C(ALPHA),N-CARBOALKOXYHYDRAZONES |
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| References | WOS:000169548500025.8 Church, AC (WOS:A1996UP74700001) 1996; 26 (WOS:000169548500025.5) 1985 BARALDI PG (WOS:000169548500025.12) 1994; 4 Baraldi, PG (WOS:000079378200005) 1999; 7 OKADA I (WOS:000169548500025.46) 1998; 686 ELGUERO J (WOS:000169548500025.29) 1974; 5 HUYNHDINH, T (WOS:A1979GP86500002) 1979; 44 MOHAMED TA (WOS:000169548500025.44) 1992; 15 (WOS:000169548500025.9) 1999 GARG, HG (WOS:A1972M660900031) 1972; 61 Davis, SE (WOS:A1997XX67900011) 1997; 34 (WOS:000169548500025.3) 1990 Claramunt, RM (WOS:000071536400042) 1998; 47 BOTTCHER, A (WOS:A1988N562300012) 1988; 121 OKADA, I (WOS:A1995TH43900002) 1995 BUTTKUS, H (WOS:A1971L098600010) 1971; 36 FADL TA (WOS:000169548500025.32) 1991; 14 (WOS:000169548500025.7) 1997 ELGUERO, J (WOS:A19668911000006) 1966 BEHR LC (WOS:000169548500025.16) 1967 ABTHIUS TH (WOS:000169548500025.11) 1980; 23 KIM YW (WOS:000169548500025.41) 1997; 40 REIMLING.H (WOS:A1970G465200034) 1970; 103 FULMER, TD (WOS:A1980JV76700037) 1980; 17 (WOS:000169548500025.2) 1977 WHITE, GA (WOS:A1986A501400002) 1986; 25 CARTER, GA (WOS:A1976CM43000004) 1976; 84 ELGUERO J (WOS:000169548500025.28) 1984; 5 SASAKI, T (WOS:A1971J605700026) 1971 HAMILTON, HW (WOS:A1987F467400016) 1987; 30 HUFF, AM (WOS:A1985AHV3800059) 1985; 22 DUNCAN, DC (WOS:A1987H627300004) 1987; 24 French, KL (WOS:000072613600009) 1998; 35 ELGUERO, J (WOS:A1993MW99800007) 1993; 50 (WOS:000169548500025.4) 1990 HUPPATZ, JL (WOS:A1984SA22700006) 1984; 48 HVASTIJOVA, M (WOS:A1986A871400011) 1986; 14 ELGUERO, J (WOS:A19668911000005) 1966 (WOS:000169548500025.1) 1990 BEAM, CF (WOS:A1984AAD8200063) 1984; 21 MIRONE P (WOS:000169548500025.43) 1952; 12 Rampey, ME (WOS:000082023300010) 1999; 70 LIVINGSTON, MJ (WOS:A1982NK92700041) 1982; 19 ELGUERO, J (WOS:A19668481500018) 1966; 63 El Hammadi, A (WOS:000085609200022) 2000; 497 SANDIFER, RM (WOS:A1975BD77900014) 1975; 12 ABOELFADL, TA (WOS:A1993KW84300007) 1993; 48 BEGTRUP, M (WOS:A1988M329800009) 1988; 26 (WOS:000169548500025.6) 1987 FADL TA (WOS:000169548500025.31) 1990; 13 |
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SPECTRES RMN DE PYRAZOLES publication-title: BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE contributor: fullname: ELGUERO, J – volume: 13 start-page: 145 year: 1990 ident: WOS:000169548500025.31 publication-title: B PHARM SCI ASSIUT U contributor: fullname: FADL TA |
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| Title | Preparation of 1H-pyrazole-5-carboxamides from dilithiated C(alpha),N-phenylhydrazones and lithiated ethyl oxanilates or lithiated ethyl oxamate |
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