Sodium Azide → HCID 86616779, compound

HRID 1725636Notes

Reaction equation

HRID 1725636 reaction equation
[N-:1]=[N+:2]=[N-:3].[Na+].Br[CH:6]1[CH2:12][CH:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:10][CH2:9][N:8]([CH2:19][CH:20]2[CH2:22][CH2:21]2)[C:7]1=[O:23]>C(#N)C.O>[N:1]([CH:6]1[CH2:12][CH:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:10][CH2:9][N:8]([CH2:19][CH:20]2[CH2:22][CH2:21]2)[C:7]1=[O:23])=[N+:2]=[N-:3]

Participants

5

Reactant 2

HCID 33557Sodium AzideHCID 68801661HCID 68801661, compound

Product 1

HCID 86616779HCID 86616779, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Conditions

Temperature
100 °C

Procedure

Sodium azide (0.24 g, 3.72 mmol) was added to a solution of 3-bromo-1-(cyclopropylmethyl)-5-phenylazepan-2-one (0.3 g, 0.93 mmol) in acetonitrile (4 mL) and water (1 mL), and the mixture heated to 100° C. After 18 h, the mixture was allowed to cool to ambient temperature and concentrated. Water was added and the mixture was extracted with dichloromethane (3×). The combined organic extracts were washed with water (3×), saturated brine, dried over sodium sulfate, filtered and concentrated.

Workup

  1. temperatureto cool to ambient temperature
  2. concentrationconcentrated
  3. additionWater was added
  4. extractionthe mixture was extracted with dichloromethane (3×)
  5. washThe combined organic extracts were washed with water (3×), saturated brine
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-87b0b70b0bed4363a1ecde8a824cba97
Source dataset
uspto-grants-2009_02
Patent number
US07491713B2

Reaction notes

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