Sodium Azide → HCID 22929860, compound

HRID 1295931Notes

Reaction equation

HRID 1295931 reaction equation
[CH3:1][NH:2][C:3](=[O:17])[C:4]1[CH:9]=[C:8]([C:10]#[N:11])[C:7]([CH2:12]Br)=[CH:6][C:5]=1[O:14][CH2:15][CH3:16].[N-:18]=[N+:19]=[N-:20].[Na+]>CN(C)C=O.C(OCC)(=O)C>[CH3:1][NH:2][C:3](=[O:17])[C:4]1[CH:9]=[C:8]([C:10]#[N:11])[C:7]([CH2:12][N:18]=[N+:19]=[N-:20])=[CH:6][C:5]=1[O:14][CH2:15][CH3:16]

Participants

5

Reactant 2

HCID 33557Sodium AzideHCID 22929848HCID 22929848, compound

Product 1

HCID 22929860HCID 22929860, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

After next dissolving N1-methyl-4-(bromomethyl)-5-cyano-2-ethoxybenzamide in dimethylformamide (100 ml), sodium azide (6 g) was added and the mixture was stirred at room temperature overnight. The reaction mixture was diluted with ethyl acetate and washed with water and brine, and then the organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated to yield the title compound (15.5 g).

Workup

  1. additionwas added
  2. washwashed with water and brine
  3. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-43853107778648858acce18d15230245
Source dataset
uspto-grants-2007_07
Patent number
US07244730B2

Reaction notes

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