PREPARATION AND ISOMERIZATION OF DICHLOROAMINO-3,5-DIFLUORORO-4- HEPTAFLUOROISOPROPYL-6-METHOXY PYRIDINE
Treatment of 4-heptafluoroisopropyl-2-methoxy-3,5,6-trifluropyridine (4 ) with aqueous ammonia in THF gave 2-amino-3,5-difluoro-4-heptafluoroisopropyl- 6-methoxy pyridine (5) in 7 1% yield. Chlorination of this amine with 'ButOCl at -16°C gave an unstable product, namely 2-dichloroarnino-3,5- d...
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| Format: | Article |
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| Language: | English |
| Published: |
University of Tehran
1994-09-01
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| Series: | Journal of Sciences, Islamic Republic of Iran |
| Online Access: | https://jsciences.ut.ac.ir/article_31182_b994ce12b3684c2463a4ce226820be1f.pdf |
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| description | Treatment of 4-heptafluoroisopropyl-2-methoxy-3,5,6-trifluropyridine (4 )
with aqueous ammonia in THF gave 2-amino-3,5-difluoro-4-heptafluoroisopropyl-
6-methoxy pyridine (5) in 7 1% yield. Chlorination of this amine with
'ButOCl at -16°C gave an unstable product, namely 2-dichloroarnino-3,5-
difluoro-4-heptafluoroisopropyl-6-methoxy pyridine (6). Iodine-catalysed
rearrangement of this dichloroamino-compound provided a ca. 70:30 mixture of
3-chloro-6-chloroimino-3,5-difluoro- 4-heptafluoroisopropyl-2-methox y -I
azacyclohexa- l,4-diene (7) and 5-chloro-6-chloroirnino-3,5-difluoro-4-hepta fluoroisopropyl-
2-methoxy- 1 -azacyclohexa- l,3-diene(8). The C NMR spectra
of these imines have also been studied |
| format | Article |
| id | doaj-art-d7058c99d01244d98e5f88b5cabf903d |
| institution | OA Journals |
| issn | 1016-1104 2345-6914 |
| language | English |
| publishDate | 1994-09-01 |
| publisher | University of Tehran |
| record_format | Article |
| series | Journal of Sciences, Islamic Republic of Iran |
| spelling | doaj-art-d7058c99d01244d98e5f88b5cabf903d2025-08-20T02:25:51ZengUniversity of TehranJournal of Sciences, Islamic Republic of Iran1016-11042345-69141994-09-015231182PREPARATION AND ISOMERIZATION OF DICHLOROAMINO-3,5-DIFLUORORO-4- HEPTAFLUOROISOPROPYL-6-METHOXY PYRIDINETreatment of 4-heptafluoroisopropyl-2-methoxy-3,5,6-trifluropyridine (4 ) with aqueous ammonia in THF gave 2-amino-3,5-difluoro-4-heptafluoroisopropyl- 6-methoxy pyridine (5) in 7 1% yield. Chlorination of this amine with 'ButOCl at -16°C gave an unstable product, namely 2-dichloroarnino-3,5- difluoro-4-heptafluoroisopropyl-6-methoxy pyridine (6). Iodine-catalysed rearrangement of this dichloroamino-compound provided a ca. 70:30 mixture of 3-chloro-6-chloroimino-3,5-difluoro- 4-heptafluoroisopropyl-2-methox y -I azacyclohexa- l,4-diene (7) and 5-chloro-6-chloroirnino-3,5-difluoro-4-hepta fluoroisopropyl- 2-methoxy- 1 -azacyclohexa- l,3-diene(8). The C NMR spectra of these imines have also been studiedhttps://jsciences.ut.ac.ir/article_31182_b994ce12b3684c2463a4ce226820be1f.pdf |
| spellingShingle | PREPARATION AND ISOMERIZATION OF
DICHLOROAMINO-3,5-DIFLUORORO-4-
HEPTAFLUOROISOPROPYL-6-METHOXY
PYRIDINE Journal of Sciences, Islamic Republic of Iran |
| title | PREPARATION AND ISOMERIZATION OF
DICHLOROAMINO-3,5-DIFLUORORO-4-
HEPTAFLUOROISOPROPYL-6-METHOXY
PYRIDINE |
| title_full | PREPARATION AND ISOMERIZATION OF
DICHLOROAMINO-3,5-DIFLUORORO-4-
HEPTAFLUOROISOPROPYL-6-METHOXY
PYRIDINE |
| title_fullStr | PREPARATION AND ISOMERIZATION OF
DICHLOROAMINO-3,5-DIFLUORORO-4-
HEPTAFLUOROISOPROPYL-6-METHOXY
PYRIDINE |
| title_full_unstemmed | PREPARATION AND ISOMERIZATION OF
DICHLOROAMINO-3,5-DIFLUORORO-4-
HEPTAFLUOROISOPROPYL-6-METHOXY
PYRIDINE |
| title_short | PREPARATION AND ISOMERIZATION OF
DICHLOROAMINO-3,5-DIFLUORORO-4-
HEPTAFLUOROISOPROPYL-6-METHOXY
PYRIDINE |
| title_sort | preparation and isomerization of dichloroamino 3 5 difluororo 4 heptafluoroisopropyl 6 methoxy pyridine |
| url | https://jsciences.ut.ac.ir/article_31182_b994ce12b3684c2463a4ce226820be1f.pdf |