SYNTHESIS OF SOME SUBSTITUTED NAPHTHALENES VIA BENZYNE AND THEIR 13C-NMR AND 'H-NMR STUDIES
Aprotic diazotization of anthranilic acid with isoamylnitrite or amylnitrite gave benzenediazonium-2- carboxylate. Subsequent thermal decomposition of this diazonium salt (in situ) in 1,2-dichloroethane as a solvent at 85OC and in the presence of 2,5-diethyl-3,4-diphenylcyclopentadienonaes a trappin...
Saved in:
| Format: | Article |
|---|---|
| Language: | English |
| Published: |
University of Tehran
1993-06-01
|
| Series: | Journal of Sciences, Islamic Republic of Iran |
| Online Access: | https://jsciences.ut.ac.ir/article_31402_5dc5e2595488c94fa3037a476363493f.pdf |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| Summary: | Aprotic diazotization of anthranilic acid with isoamylnitrite or amylnitrite gave
benzenediazonium-2- carboxylate. Subsequent thermal decomposition of this diazonium
salt (in situ) in 1,2-dichloroethane as a solvent at 85OC and in the presence of
2,5-diethyl-3,4-diphenylcyclopentadienonaes a trapping agent gave 1,4-diethyl-2,
3-diphenylnaphthalene in high yield, after loss of carbon monoxide. Also, thermal
decomposition of this diazonium salt (in situ) was carried out in 1,1 ,2-trichloroethane
as a solvent at 108OC in the presence of 2,5-dimethyl-3,4-diphenylcyclopentadienone
(monomer) and after loss of carbon monoxide, 1,4-dimethyl- 2,3-diphenylnaphthalene
was obtained in excellent yield. These naphthalene derivatives were studied by IR,
'H-NMR, 13C-NMR mass spectra and elemental analysis |
|---|---|
| ISSN: | 1016-1104 2345-6914 |