Hydrochloric Acid → HCID 19875898, compound

HRID 1886342Notes

Reaction equation

HRID 1886342 reaction equation
[N:1]1([CH:6]([C:10]2[CH:15]=[CH:14][C:13]([NH:16]C(=O)C)=[C:12]([N+:20]([O-:22])=[O:21])[CH:11]=2)[CH2:7][CH2:8][CH3:9])[CH:5]=[CH:4][N:3]=[CH:2]1.Cl.[OH-].[NH4+]>>[N:1]1([CH:6]([C:10]2[CH:15]=[CH:14][C:13]([NH2:16])=[C:12]([N+:20]([O-:22])=[O:21])[CH:11]=2)[CH2:7][CH2:8][CH3:9])[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14923Ammonium HydroxideHCID 19875852HCID 19875852, compound

Product 1

HCID 19875898HCID 19875898, compoundYield 88.9%

Procedure

A mixture of 11.5 parts of intermediate 9, namely N-[4-[1-(1H-imidazol-1-yl)butyl]2-nitrophenyl]acetamide and 150 parts of a hydrochloric acid solution 3N was stirred for 3 hours at reflux temperature. The reaction mixture was poured into crushed ice and the whole was neutralized with concentrated ammonium hydroxide. The product was extracted with dichloromethane. The extract was dried, filtered and evaporated, yielding 8.8 parts (88.9%) of 4-[1-(1H-imidazol-1-yl)butyl]-2-nitrobenzenamine as a residue (interm. 10).

Workup

  1. temperatureat reflux temperature
  2. additionThe reaction mixture was poured
  3. custominto crushed ice
  4. extractionThe product was extracted with dichloromethane
  5. customThe extract was dried
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-edbf7471ad9e4abd8837fc5ec97ee730
Source dataset
uspto-grants-1992_09
Patent number
US05151421

Reaction notes

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