Sulfuric Acid → HCID 14518424, compound

HRID 1723118Notes

Reaction equation

HRID 1723118 reaction equation
[N:1]1([CH:6]([C:10]2[CH:15]=[CH:14][C:13]([NH:16][C:17](=[O:19])[CH3:18])=[CH:12][CH:11]=2)[CH:7]([CH3:9])[CH3:8])[CH:5]=[CH:4][N:3]=[CH:2]1.S(=O)(=O)(O)O.[N+:25]([O-])([O-:27])=[O:26].[K+].[OH-].[NH4+]>>[N:1]1([CH:6]([C:10]2[CH:11]=[CH:12][C:13]([NH:16][C:17](=[O:19])[CH3:18])=[C:14]([N+:25]([O-:27])=[O:26])[CH:15]=2)[CH:7]([CH3:9])[CH3:8])[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

5

Reactant 4

HCID 1118Sulfuric AcidHCID 14923Ammonium HydroxideHCID 24434Potassium NitrateHCID 10131323HCID 10131323, compound

Product 1

HCID 14518424HCID 14518424, compoundYield 80%

Procedure

(a-3) To a stirred and cooled (0° C.) mixture of 21.5 parts of N-[4-[1-(1H-imidazol-1-yl)-2-methylpropyl]phenyl]acetamide and 183 parts of concentrated sulfuric acid were added portionwise 8.6 parts of potassium nitrate at 0°~5° C. The reaction mixture was poured into ice water and treated with ammonium hydroxide. The product was extracted three times with 150 parts of trichloromethane. The combined extracts were dried, filtered and evaporated, yielding 20 parts (80%) of N-[4-[1(1H-imidazol-1-yl)-2-methylpropyl]-2-nitrophenyl]acetamide as a residue (int. 103).

Workup

  1. temperaturecooled
  2. extractionThe product was extracted three times with 150 parts of trichloromethane
  3. customThe combined extracts were dried
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-bf18ea9745ef4a37a142d375c4244b16
Source dataset
uspto-grants-1989_08
Patent number
US04859684

Reaction notes

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