Sodium Azide → HCID 59833604, compound

HRID 269790Notes

Reaction equation

HRID 269790 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](S(C)(=O)=O)[N:5]=[C:4]([NH:12][C@H:13]([C:15]([F:18])([F:17])[F:16])[CH3:14])[C:3]=1[C:19]1[C:24]([F:25])=[CH:23][C:22]([F:26])=[CH:21][C:20]=1[F:27].[N-:28]=[N+:29]=[N-:30].[Na+]>C(#N)C>[N:28]([C:6]1[N:5]=[C:4]([NH:12][C@H:13]([C:15]([F:18])([F:17])[F:16])[CH3:14])[C:3]([C:19]2[C:24]([F:25])=[CH:23][C:22]([F:26])=[CH:21][C:20]=2[F:27])=[C:2]([Cl:1])[N:7]=1)=[N+:29]=[N-:30]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 11327963HCID 11327963, compound

Product 1

HCID 59833604HCID 59833604, compoundYield 72.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 0.5 g (1.15 mmol) of sulfone 1 and 0.11 g (1.62 mmol) of sodium azide in acetonitrile was refluxed for 2 hours. Cooling, distillative removal of the solvent and digestion of the residue with water gave 0.33 g of the title compound of m.p. 152-154° C.

Workup

  1. temperatureCooling
  2. customdistillative removal of the solvent and digestion of the residue with water

Sources & evidence

ORD record
ord-d4a3ece1b01d4bbf9b9b7bfaad80d684
Source dataset
uspto-grants-2008_11
Patent number
US07449471B2

Reaction notes

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