Sulfuric Acid → HCID 178432558, compound

HRID 1905941Notes

Reaction equation

HRID 1905941 reaction equation
[N+:1]([O-:4])(O)=[O:2].[CH3:5][C:6]1[NH:7][CH:8]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([CH3:17])[CH:12]=2)[N:10]=1.S(=O)(=O)(O)O.C(=O)([O-])[O-].[Na+].[Na+]>O>[CH3:5][C:6]1[NH:7][CH:8]=[C:9]([C:11]2[CH:16]=[CH:15][C:14]([N+:1]([O-:4])=[O:2])=[C:13]([CH3:17])[CH:12]=2)[N:10]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 10340Sodium CarbonateHCID 178424606HCID 178424606, compound

Product 1

HCID 178432558HCID 178432558, compoundYield 36.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

2-Methyl-4-(3-methyl-phenyl)-1H-imidazole nitrate (15 g) was added portionwise to 96% sulfuric acid (40 ml) at room temperature. The resulting solution was heated at 90° C. for one hour, cooled, diluted with water (200 ml) and neutralized with aqueous sodium carbonate. The solid which separated out was filtered off, and the filtrate was made strongly alkaline with 10% sodium hydroxide. The base which precipitated was filtered off and dried to give 5 g of the title compound sufficiently pure to be used in the next step.

Workup

  1. temperaturecooled
  2. customThe solid which separated out
  3. filtrationwas filtered off
  4. customThe base which precipitated
  5. filtrationwas filtered off
  6. customdried

Sources & evidence

ORD record
ord-609497ce03e54ce6b446465892eaebef
Source dataset
uspto-grants-1987_03
Patent number
US04649150

Reaction notes

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