4-Azido-2,3,5,6-tetrachloropyridine → 2-Azido-6-chloropyridine

Reaction equation

[N:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6](Br)[N:5]=1)=[N+:2]=[N-:3].N(C1C=CC=C(F)N=1)=[N+]=[N-].N(C1C=CC=C(C(F)(F)F)N=1)=[N+]=[N-].N(C1C=NC=C(C(F)(F)F)C=1)=[N+]=[N-].N(C1C([Cl:56])=C(Cl)N=C(Cl)C=1Cl)=[N+]=[N-]>>[N:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:56])[N:5]=1)=[N+:2]=[N-:3]

Participants

Reactant 5

HCID 64250944-Azido-2,3,5,6-tetrachloropyridine

HCID 133393472-Azido-6-(trifluoromethyl)pyridine

HCID 212903422-Azido-6-bromopyridine

HCID 212903532-Azido-6-fluoropyridine

HCID 212903563-Azido-5-(trifluoromethyl)pyridine

Product 1

HCID 215763792-Azido-6-chloropyridine

Procedure

The following were prepared analogously and analyzed by nmr spectroscopy: 2-azido-6-bromopyridine, m.p. 106°-110° C.; 2-azido-6-fluoropyridine, m.p. 45°-48° C.; 2-azido-6-(trifluoromethyl)pyridine, brown oil; 3-azido-5-(trifluoromethyl)pyridine, dark oil; 4-azido-2,3,5,6-tetrachloropyridine, light brown solid.