Nitrogen → HCID 86664907, compound

HRID 1189374Notes

Reaction equation

HRID 1189374 reaction equation
N#N.[O:3]=[C:4]([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-:18]=[N+:19]=[N-:20].[Na+]>CC(C)=O.O>[O:3]=[C:4]([CH3:17])[CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[O:10][CH:11]=[C:12]([C:14]([N:18]=[N+:19]=[N-:20])=[O:15])[N:13]=1

Participants

6

Reactant 3

HCID 947NitrogenHCID 33557Sodium AzideHCID 86664906HCID 86664906, compound

Product 1

HCID 86664907HCID 86664907, 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-oxo-hexyl)-oxazole-4-carbonyl chloride was dissolved in dry acetone (19.0 mL). The solution was cooled to 0° C. and a solution of sodium azide (315 mg, 4.79 mmol) in H2O (2.2 mL) was added dropwise. The reaction mixture was stirred at 0° C. for 1.5 h. 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=0.82 min.

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-1af526caac9040be91d6685299c85810
Source dataset
uspto-grants-2014_03
Patent number
US08674111B2

Reaction notes

Loading…