Nitrogen → HCID 86664904, compound

HRID 1189369Notes

Reaction equation

HRID 1189369 reaction equation
N#N.[F:3][C:4]([F:18])([CH3:17])[CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[O:10][CH:11]=[C:12]([C:14](Cl)=[O:15])[N:13]=1.[N-:19]=[N+:20]=[N-:21].[Na+]>CC(C)=O.O>[F:3][C:4]([F:18])([CH3:17])[CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[O:10][CH:11]=[C:12]([C:14]([N:19]=[N+:20]=[N-:21])=[O:15])[N:13]=1

Participants

6

Reactant 3

HCID 947NitrogenHCID 33557Sodium AzideHCID 83854993HCID 83854993, compound

Product 1

HCID 86664904HCID 86664904, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of this crude 2-(5,5-difluoro-hexyl)-oxazole-4-carbonyl chloride was dissolved in dry acetone (12.0 mL). The solution was cooled to 0° C. and a solution of sodium azide (196 mg, 2.98 mmol) in H2O (1.4 mL) was added dropwise. The reaction mixture was stirred at 0° C. for 45 min. The mixture was concentrated under reduced pressure, and the residue was dissolved in CH2Cl2 and filtered. The filtrate was concentrated under reduced pressure to give the title compound as a brown solid. LC-MS-conditions 02: tR=0.98 min, [M+H]+=259.09.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. dissolutionthe residue was dissolved in CH2Cl2
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-3c042c8e59fc43b6809129be79c4b5fe
Source dataset
uspto-grants-2014_03
Patent number
US08674111B2

Reaction notes

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