Acetone → HCID 21696738, compound

HRID 378830Notes

Reaction equation

HRID 378830 reaction equation
[C:1]([O:4][C:5]1[CH:13]=[CH:12][CH:11]=[CH:10][C:6]=1C(Cl)=O)(=[O:3])[CH3:2].[N-:14]=[N+:15]=[N-:16].[Na+].[N-:18]=[N+]=[N-].[CH3:21][C:22]([CH3:24])=[O:23]>O.C1C=CC=CC=1>[C:22]([C:24]1[CH:13]=[CH:12][CH:11]=[CH:10][C:6]=1[C:5]([N:14]=[N+:15]=[N-:16])=[O:4])(=[O:23])[CH3:21].[C:1]([O:4][C:5]1[CH:13]=[CH:12][CH:11]=[CH:10][C:6]=1[N:18]=[C:22]=[O:23])(=[O:3])[CH3:2]

Participants

8

Reactant 4

HCID 180AcetoneHCID 33557Sodium AzideHCID 33558Azide2×HCID 796682-Acetoxybenzoyl chloride

Product 2

HCID 21696738HCID 21696738, compoundHCID 53807589HCID 53807589, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 962WaterSolvent

Procedure

2-Acetylbenzoic acid azide was prepared by reacting 2-acetoxybenzoyl chloride with sodium azide in acetone and water at 0-5° C. for 24 hours. It had an IR peak at 2245 cm−1 (azide). The crude azide was then heated in benzene at 70-75° C. under nitrogen for 2 hours to give 2-acetoxyphenylisocyanate.

Workup

  1. customat 0-5° C.
  2. customfor 24 hours

Sources & evidence

ORD record
ord-54277eff264547459f34b3f551fb52be
Source dataset
uspto-grants-2001_10
Patent number
US06297230B1

Reaction notes

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