1-Butanaminium, N,N,N-tributyl-, azide → HCID 44252358, compound

HRID 918801Notes

Reaction equation

HRID 918801 reaction equation
Cl[CH2:2][CH2:3][CH2:4][CH2:5][N:6]([CH3:20])[C:7]([N:9]1[CH:13]=[C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:11]=[CH:10]1)=[O:8].[N-:21]=[N+:22]=[N-:23].C([N+](CCCC)(CCCC)CCCC)CCC>CC(C)=O>[N:21]([CH2:2][CH2:3][CH2:4][CH2:5][N:6]([CH3:20])[C:7]([N:9]1[CH:13]=[C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:11]=[CH:10]1)=[O:8])=[N+:22]=[N-:23]

Participants

4

Reactant 2

HCID 57432321-Butanaminium, N,N,N-tributyl-, azideHCID 44252357HCID 44252357, compound

Product 1

HCID 44252358HCID 44252358, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Compound 47 (4.3) (1 mmol) was taken in anhydrous acetone (25 mL) and tetra-n-butylammonium azide (2 mmol) was added and the reaction was refluxed for 8 h. The reaction was cooled to RT and solvent was evaporated on Rotavapor to give a crude compound which on purification by Biotage SP1 provided pure N-(4-azidobutyl)-N-methyl-4-phenyl-1H-imidazole-1-carboxamide (48/4.4).

Workup

  1. temperaturethe reaction was refluxed for 8 h
  2. customsolvent was evaporated on Rotavapor
  3. customto give a crude compound which
  4. customon purification by Biotage SP1

Sources & evidence

ORD record
ord-4e77e4ed071943b69d634f2cdf0361f0
Source dataset
uspto-grants-2016_03
Patent number
US09271962B2

Reaction notes

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