Sodium Azide → HCID 13649659, compound

HRID 280633Notes

Reaction equation

HRID 280633 reaction equation
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([C:6]([C:8]2[CH:15]=[CH:14][C:11]([CH2:12]Br)=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.[N-:18]=[N+:19]=[N-:20].[Na+]>C(O)C>[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([C:6]([C:8]2[CH:15]=[CH:14][C:11]([CH2:12][N:18]=[N+:19]=[N-:20])=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 98396514-(4-Chlorobenzoyl)benzyl bromide

Product 1

HCID 13649659HCID 13649659, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4-(4-chlorobenzoyl)benzyl bromide (4.36 g, 14.1 mmol) and sodium azide (1.32 g, 20.3 mmol) in ethanol (40 ml) was refluxed 5 hours, cooled to ambient temperature, and stirred 16 hours. The mixture was filtered and the solids were washed twice with ethanol and once with diethyl ether. The combined filtrate and washes were evaporated under vacuum to provide 3.63 (95%) of 4-(4-chlorobenzoyl)benzyl azide, m.p. 71°-73° C.

Workup

  1. temperaturewas refluxed 5 hours
  2. filtrationThe mixture was filtered
  3. washthe solids were washed twice with ethanol and once with diethyl ether
  4. customThe combined filtrate and washes were evaporated under vacuum

Sources & evidence

ORD record
ord-0ed3b78723b348b48c98dd83a37c5342
Source dataset
uspto-grants-1986_05
Patent number
US04590201

Reaction notes

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