Nitric Acid → HCID 178433402, compound

HRID 614649Notes

Reaction equation

HRID 614649 reaction equation
S(=O)(=O)(O)O.[CH3:6][C:7]1[NH:8][CH:9]=[CH:10][N:11]=1.NC(N)=O.[N+:16]([O-])([OH:18])=[O:17]>O>[CH3:6][C:7]1[NH:8][CH:9]=[C:10]([N+:16]([O-:18])=[O:17])[N:11]=1

Participants

6

Reactant 4

HCID 944Nitric Acid2×HCID 1118Sulfuric AcidHCID 1176UreaHCID 127492-Methylimidazole

Product 1

HCID 178433402HCID 178433402, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 330 parts of sulfuric acid (36 percent by weight), 100 parts of 2-methylimidazole, 50 parts of urea, 283 parts of nitric acid (31 percent by weight) and 153 parts of water is kept for 6.5 hours in a distillation vessel, equipped with a stirrer, at from 123° to 130° C. During the reaction, 20 parts of 30 percent strength by weight nitric acid distill off. The reaction mixture is then diluted with a 3.5-fold volume of water whilst cooling and is neutralized to pH 3-4 with ammonia solution. The 2-methyl-4-nitroimidazole which separates out is centrifuged off, washed, dried and recrystallized from water. 138 parts of 2-methyl-4-nitroimidazole (89.0% of theory) of melting point 145°-146° C. are obtained.

Workup

  1. customequipped with a stirrer, at from 123° to 130° C
  2. distillationdistill off
  3. additionThe reaction mixture is then diluted with a 3.5-fold volume of water
  4. temperaturewhilst cooling
  5. washwashed
  6. customdried
  7. customrecrystallized from water

Sources & evidence

ORD record
ord-3a44af94cf034985a40c8d859e21ede1
Source dataset
uspto-grants-1979_03
Patent number
US04145553

Reaction notes

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