Nitric Acid → HCID 178433402, compound

HRID 614650Notes

Reaction equation

HRID 614650 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 AcidHCID 1118Sulfuric AcidHCID 1176UreaHCID 127492-Methylimidazole

Product 1

HCID 178433402HCID 178433402, compoundYield 81.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2,730 parts of sulfuric acid (35 percent by weight), 835 parts of 2-methylimidazole, 410 parts of urea, 2,465 parts of nitric acid (32 percent by weight) and 1,350 parts of water is reacted continuously in a three-stage cascade (consisting of 3 reactors each with a distillation column and reflux condenser) for 6 hours at from 125° to 133° C. During the reaction, 1,130 parts of 14.4 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. 1,060 parts of 2-methyl-4-nitroimidazole (81.5% of theory) of melting point 145°-146° C. are obtained.

Workup

  1. customis reacted continuously in a three-stage cascade (
  2. distillationwith a distillation column
  3. temperaturereflux condenser) for 6 hours at from 125° to 133° C
  4. customDuring the reaction, 1,130 parts of 14.4 percent strength by weight nitric acid
  5. distillationdistill off
  6. additionThe reaction mixture is then diluted with a 3.5-fold volume of water
  7. temperaturewhilst cooling
  8. washwashed
  9. customdried
  10. customrecrystallized from water

Sources & evidence

ORD record
ord-84c908b3989c49cfb457a34d2f808d52
Source dataset
uspto-grants-1979_03
Patent number
US04145553

Reaction notes

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