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Effect of the N-Phenyl Substituent on the Pyrolyses of 1-Phenyl-2-benzothiazolinone and 1-Phenyl-2-benzothiazolinethione
Results from the pyrolyses of 1-phenyl-2-benzothiazolinone ( 7 ) and 1-phenyl-2-benzothiazolinethione ( 8 ) are reported and compared with those obtained previously from the corresponding compounds without the N-phenyl group. The mass spectra of 7 and 8 are reported, also. The major fragmentation in...
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| Published in: | Canadian journal of chemistry 1975-08, Vol.53 (15), p.2293-2301 |
|---|---|
| Main Authors: | , , |
| Format: | Article |
| Language: | English |
| Citations: | Items that cite this one |
| Online Access: | Get full text |
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| Summary: | Results from the pyrolyses of 1-phenyl-2-benzothiazolinone (
7
) and 1-phenyl-2-benzothiazolinethione (
8
) are reported and compared with those obtained previously from the corresponding compounds without the N-phenyl group. The mass spectra of
7
and
8
are reported, also. The major fragmentation in the mass spectrum of
7
is the loss of CO, followed by loss of S or H. Pyrolysis of
7
at 750° in a stream of nitrogen gives phenothiazine (
9
, 31%) and carbazole (
10
, 28%), by loss of CO and of CO and S, respectively. Pyrolysis of
9
yields
10
. The major fragmentation in the mass spectrum of
8
is the loss of H. Pyrolysis of
8
at 750° produces 2-(phenylthio)benzothiazole (
11
, 87%), which is an isomer of 8, resulting from phenyl migration, and 2-phenylbenzothiazole (
12
,
3
%). Pyrolysis of
11
gives
12
. |
|---|---|
| ISSN: | 0008-4042 1480-3291 |
| DOI: | 10.1139/v75-321 |