Sulfuric Acid → HCID 178426128, compound

HRID 2057950Notes

Reaction equation

HRID 2057950 reaction equation
[N+:1]([O-:4])(O)=[O:2].[Cl:5][C:6]1[CH:11]=[C:10]([CH3:12])[CH:9]=[CH:8][C:7]=1[N:13]=[C:14]1[NH:18][CH2:17][CH2:16][NH:15]1.S(=O)(=O)(O)O>>[Cl:5][C:6]1[CH:11]=[C:10]([CH3:12])[C:9]([N+:1]([O-:4])=[O:2])=[CH:8][C:7]=1[N:13]=[C:14]1[NH:15][CH2:16][CH2:17][NH:18]1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 178426368HCID 178426368, compound

Product 1

HCID 178426128HCID 178426128, compound

Procedure

6.4 gm (0.0234 mol) of 2-(2-chloro-4-methyl-phenylimino)-imidazolidine nitrate were added slowly over a period of 15 minutes to 10 ml of concentrated sulfuric acid at 20° C., while slightly cooling and vigorously stirring. The viscous reaction mixture was allowed to stand at room temperature for two hours, whereupon ice was added thereto, and the precipitate formed thereby was filtered off, recrystallized from methanol and dried. Yield: 2 gm (33.5% of theory) of 2-(2-chloro-4-methyl-5-nitro-phenylimino)-imidazolidine, m.p. 198°-201° C.; Rf -value 0.7 in the mobile phase 50 parts benzene, 40 parts dioxane, 5 parts ethanol and 5 parts ammonium hydroxide; carrier: silicagel G; visualization: ultraviolet light and potassium iodoplatinate.

Workup

  1. temperaturewhile slightly cooling
  2. additionwas added
  3. customthe precipitate formed
  4. filtrationthereby was filtered off
  5. customrecrystallized from methanol
  6. customdried

Sources & evidence

ORD record
ord-2fffb5a2e0154902ae43f792780aa894
Source dataset
uspto-grants-1980_07
Patent number
US04213995

Reaction notes

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