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Please login to access the full content or check if you have access via13.29.1.3.6 Method 6: Alkylation and Acylation of 1,2,3,4-Thiatriazol-5-amines
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Begtrup, M., Science of Synthesis, (2004) 13, 847.
Alkylation of thiatriazol-5-amines 11 with triethyloxonium tetrafluoroborate takes place at N4 producing stable, crystalline 4,5-disubstituted 1,2,3,4-thiatriazolinium tetrafluoroborates 40 in moderate to high yields.[82,86] The tetrafluoroborates serve as convenient sources for the thermally labile free bases 41 which can be liberated with aqueous sodium hydrogen carbonate (Scheme 31).[82]
Meeeee 88 8-Meeee Meeeeeeeeee ee Meeeeeeeee eee Meeeeeeee ee 8,8,8,8-Meeeeeeeeee-8-eeeeee[88,88]
M-Meee-8,8,8,8-eeeeeeeeeee-8-eeeeee 88 eee eeeeeeeee ee eeeeeeeeeeee ee eeeeeeee eeeeeee ee M8 ee ee eee eeeeeeeee eeeeeeee ee eeee 88 ee 88, eeeeeeeeeeee, eeeeeeeee ee eee eeeeeeeeeee (Meeeee 88).[88,88]
Meeeee 88 Meeeeeeeeee ee M-Meee-8,8,8,8-eeeeeeeeeee-8-eeeeee[88,88]
M8 | Meeee (%) | Mee | 88 | 88 |
---|---|---|---|
Me | 88 | 88 | [88] |
8-Mee | 88 | 88 | [88] |
8-MeM8M8 | 88 | 88 | [88] |
8-MeM8M8 | 88 | 88 | [88] |
88 | 88 | [88] |
Meeeeeeeeeee Meeeeeeee
M,8-Meeeeeee-8,8-eeeeeee-8,8,8,8-eeeeeeeeeee-8(8M)-eeeee (88, M8 = M8 = Me); Meeeeee Meeeeeeee:[88]
M-Meeeee-8,8,8,8-eeeeeeeeeee-8-eeeee (88, M8 = Me; 88.8 e, 8.8 eee), Me8MMM8 (88.8 e, 8.8 eee), eee MM8Me8 (888 eM) eeee eeeeeee ee 8°M eee 88 e. Mee eeeeeee eee eeeeeee ee eeeee, eee eeeeeee eee eeeeeeeeee eeee MeMM (88 eM) ee 8°M, eee eee eeeeeee eeeeeeee eee eee eeeeee eeeeeee eeeee eeee eeeee eeeeeeee ee eee-eeee MeMM ee eeeee 88 (M8 = M8 = Me); eeeee: 88.8 e (88%); ee 888°M (eee).
Mee eeee 88 eee eeeeeeeee ee e eeeeee eeeeee ee 88% MeMMM8, eeeeeeeee eeee MM8Me8 (8 × 88 eM), eeeee (MeMM8), eee eee eeeeeee eee eeeeeee ee eeeee ee eeeeee 88 (M8 = M8 = Me) ee ee eee; eeeee: eee eeeeeeee.
References
[82] | Meeeee, M. M.; Meee, M., M. Meee. Mee., Meeeee Meeee. 8, (8888), 8888. |
[86] | Meeeeeee, M.; Meeeeeeeeeee, M.; Meeeeeeeee, M., M. Meee., (8888) 88, 888. |
[87] | Meeeeeee, M.; Meeeee, M., Meee. Meeee. (Meeeeeee, Mee.), (8888) 888, 888. |
[88] | M'eeeé, M.; Meeeee, M.; Meeeeee, M.; Meeeee, M., M. Meeeeeeeee. Meee., (8888) 88, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) M 8e, 888.