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...
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| Language: | English |
| Published: |
University of Tehran
1993-06-01
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| Series: | Journal of Sciences, Islamic Republic of Iran |
| Online Access: | https://jsciences.ut.ac.ir/article_31402_5dc5e2595488c94fa3037a476363493f.pdf |
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| description | 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 |
| format | Article |
| id | doaj-art-228cef2e04ea4873bee34eef2839ee13 |
| institution | OA Journals |
| issn | 1016-1104 2345-6914 |
| language | English |
| publishDate | 1993-06-01 |
| publisher | University of Tehran |
| record_format | Article |
| series | Journal of Sciences, Islamic Republic of Iran |
| spelling | doaj-art-228cef2e04ea4873bee34eef2839ee132025-08-20T02:25:51ZengUniversity of TehranJournal of Sciences, Islamic Republic of Iran1016-11042345-69141993-06-014231402SYNTHESIS OF SOME SUBSTITUTED NAPHTHALENES VIA BENZYNE AND THEIR 13C-NMR AND 'H-NMR STUDIESAprotic 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 analysishttps://jsciences.ut.ac.ir/article_31402_5dc5e2595488c94fa3037a476363493f.pdf |
| spellingShingle | SYNTHESIS OF SOME SUBSTITUTED
NAPHTHALENES VIA BENZYNE AND
THEIR 13C-NMR AND 'H-NMR STUDIES Journal of Sciences, Islamic Republic of Iran |
| title | SYNTHESIS OF SOME SUBSTITUTED
NAPHTHALENES VIA BENZYNE AND
THEIR 13C-NMR AND 'H-NMR STUDIES |
| title_full | SYNTHESIS OF SOME SUBSTITUTED
NAPHTHALENES VIA BENZYNE AND
THEIR 13C-NMR AND 'H-NMR STUDIES |
| title_fullStr | SYNTHESIS OF SOME SUBSTITUTED
NAPHTHALENES VIA BENZYNE AND
THEIR 13C-NMR AND 'H-NMR STUDIES |
| title_full_unstemmed | SYNTHESIS OF SOME SUBSTITUTED
NAPHTHALENES VIA BENZYNE AND
THEIR 13C-NMR AND 'H-NMR STUDIES |
| title_short | SYNTHESIS OF SOME SUBSTITUTED
NAPHTHALENES VIA BENZYNE AND
THEIR 13C-NMR AND 'H-NMR STUDIES |
| title_sort | synthesis of some substituted naphthalenes via benzyne and their 13c nmr and h nmr studies |
| url | https://jsciences.ut.ac.ir/article_31402_5dc5e2595488c94fa3037a476363493f.pdf |