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

HRID 867625Notes

Reaction equation

HRID 867625 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

6

Reactant 5

HCID 64250944-Azido-2,3,5,6-tetrachloropyridineHCID 133393472-Azido-6-(trifluoromethyl)pyridineHCID 212903422-Azido-6-bromopyridineHCID 212903532-Azido-6-fluoropyridineHCID 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.

Workup

  1. customThe following were prepared analogously

Sources & evidence

ORD record
ord-3690cff768944c5587850cba2a072ad1
Source dataset
uspto-grants-1988_10
Patent number
US04775762

Reaction notes

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