Dimethylformamide → HCID 21530706, compound

HRID 1657867Notes

Reaction equation

HRID 1657867 reaction equation
Cl[CH2:2][CH2:3][N:4]1[CH:8]=[CH:7][N:6]=[C:5]1[CH3:9].CN(C)C=O.[N-:15]=[N+:16]=[N-:17].[Na+].C(=O)([O-])[O-].[K+].[K+]>O>[N:15]([CH2:2][CH2:3][N:4]1[CH:8]=[CH:7][N:6]=[C:5]1[CH3:9])=[N+:16]=[N-:17]

Participants

6

Reactant 4

HCID 6228Dimethylformamide2×HCID 11430Potassium CarbonateHCID 33557Sodium AzideHCID 1170851-(2-chloroethyl)-2-methyl-1H-imidazole

Product 1

HCID 21530706HCID 21530706, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 8 parts of 1-(2-chloroethyl)-2-methylimidazole (U.S. Pat. No. 3,882,136) in 200 parts of N,N-dimethylformamide is added a slurry of 5 parts of sodium azide in 100 parts of N,N-dimethylformamide. The resultant mixture is stirred for 2 hours at approximately 65°, then cooled and thereupon diluted with 600 parts of water. Sufficient potassium carbonate is added to insure basicity. The mixture thus obtained is extracted with chloroform. The chloroform extract is dried over anhydrous magnesium sulfate and stripped of solvent by vacuum distillation, affording 1-(2-azidoethyl)-2-methylimidazole as the residue. The product has the formula ##SPC4##

Workup

  1. temperaturecooled
  2. customThe mixture thus obtained
  3. extractionis extracted with chloroform
  4. extractionThe chloroform extract
  5. dry with materialis dried over anhydrous magnesium sulfate
  6. distillationstripped of solvent by vacuum distillation

Sources & evidence

ORD record
ord-4816de1e2f274c3cae972463f3fe1b16
Source dataset
uspto-grants-1976_06
Patent number
US03962274

Reaction notes

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