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DOI:
10.1055/sos-SD-013-01452
Brigas, A. F., Science of Synthesis, (2004) 13, 898.
Substitution of halogens, particularly of chlorine, is widely used in the synthesis of tetrazoles.[1,3,5,6] The nucleophile can be hydroxide, alkoxide, phenoxide, amine, hydrazines, thiols, or sulfonates. For example, azide ion in a heated solution of 5-chloro-1-phenyltetrazole gives the 5-azido compound in 77% yield.[143] Displacement of a 1-substituted 5-halotetrazole proceeds much more readily than that of the corresponding 2-substituted analogue and is more commonly encountered, probably because the former are more widely available.
References
[1] | Meeeeeeeee, M. M.; Meeeeeeeee, M. M., Mee. Meee., (8888) 88, 888. |
[3] | Meeeeeeeeeee, M. M., Mee. Meee. Meeeee. Mee., (8888) 88, 888. |
[5] | Meeeee, M. M., Me Meeeeeeeeeeee Meeeeeeeeee Meeeeeeee, Meeeeeeee, M. M.; Meee, M. M., Mee.; Meeeeeee: Meeeee (8888); e 888. |
[6] | Meeeee, M. M., Me Meeeeeeeeeeee Meeeeeeeeeee Meeeeeeee MM, Meeeeeeee, M. M.; Meee, M. M.; Meeeeee, M. M. M., Mee.; Meeeeeee: Mee Meee, (8888); Mee. 8, ee 888-888. |
[143] | Meeee, M. M.; Meeeeeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
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- 8.Meeeee-Meee, (8888) M 8e, 888.