Nitric Acid → HCID 13548638, compound

HRID 1863375Notes

Reaction equation

HRID 1863375 reaction equation
[CH2:1]([C:8]1[NH:9][C:10]([CH3:15])=[C:11]([CH2:13][OH:14])[N:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+]([O-])(O)=O.C(=O)([O-])[O-].[Na+].[Na+]>>[CH2:1]([C:8]1[NH:9][C:10]([CH3:15])=[C:11]([CH:13]=[O:14])[N:12]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 10340Sodium CarbonateHCID 13548605HCID 13548605, compound

Product 1

HCID 13548638HCID 13548638, compound

Procedure

A mixture of 8.79 gm. of 2-benzyl-5-methyl-4-imidazolemethanol and 55.7 ml. of concentrated HNO3 is left at room temperature overnight. The solution is heated for 45 minutes on a steam bath, cooled, the basified with aqueous sodium carbonate. After heating the resulting mixture on a steam bath, it is cooled and the solid collected. Two recrystallizations from ethanol give the desired product, m.p. 171°-173° C.

Workup

  1. additionA mixture of 8.79 gm
  2. temperatureThe solution is heated for 45 minutes on a steam bath
  3. temperaturecooled
  4. temperatureAfter heating the resulting mixture on a steam bath
  5. temperatureit is cooled
  6. customthe solid collected
  7. customTwo recrystallizations from ethanol

Sources & evidence

ORD record
ord-3fcd9eb0861f47a09b64adbc8391bbec
Source dataset
uspto-grants-1979_09
Patent number
US04168964

Reaction notes

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