SYNTHESIS AND STEREOCHEMISTRY OF 2-ACETYL-3-PHENYLCYCLOALKA[C]PYRAZOLINES

Authors
GUPTA S RASTOGI SN
Citation
S. Gupta et Sn. Rastogi, SYNTHESIS AND STEREOCHEMISTRY OF 2-ACETYL-3-PHENYLCYCLOALKA[C]PYRAZOLINES, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 34(3), 1995, pp. 245-247
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry → ACNP
ISSN journal
03764699
Volume
34
Issue
3
Year of publication
1995
Pages
245 - 247
Database
ISI
SICI code
0376-4699(1995)34:3<245:SASO2>2.0.ZU;2-5
Abstract
Condensation of 2-phenylmethylene-1-cyclo-hexanone/heptanone (4/5) and 2,6-bisphenylmethylene-1-cyclohexanone (7) with hydrazine hydrate in acetic acid gives two diastereoisomers of 2-acetyl-3-phenylcyclo-hexa/ hepta[c]-pyrazolines (8a,b/9a,b) and 7-phenylmethylene-cyclohexa[c]-py razolines (11a,b), respectively while corresponding 2-phenylmethylene- 1-cyclooctanone (6) furnishes only one diastereoisomer of 2-acetyl-3-p henylcycloocta[c]pyrazoline (10). The trans-isomers (8a-11a), which ar e produced in major amount, fail to prevent pregnancy in female albino rats at 10 mg/kg dose.