Hydrochloric Acid → HCID 14518385, compound

HRID 1723093Notes

Reaction equation

HRID 1723093 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([CH:10]=NCCC)[CH:7]=[CH:6][C:5]=1[NH:15][CH2:16][CH2:17][CH3:18])([O-:3])=[O:2].Cl.[OH2:20]>>[N+:1]([C:4]1[CH:9]=[C:8]([CH:7]=[CH:6][C:5]=1[NH:15][CH2:16][CH2:17][CH3:18])[CH:10]=[O:20])([O-:3])=[O:2]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 14518384HCID 14518384, compound

Product 1

HCID 14518385HCID 14518385, compound

Procedure

(a-2) A mixture of 53.7 parts of 2-nitro-N-propyl-4-[(propylimino)methyl]benzenamine, 360 parts of concentrated hydrochloric acid and 300 parts of water was stirred and refluxed for 30 minutes. The reaction mixture was cooled and the product was extracted with trichloromethane. The extract was dried, filtered and evaporated. The residue was purified by column chromatography over silica gel using trichloromethane as eluent. The pure fractions were collected and the eluent was evaporated, yielding 20.4 parts of 3-nitro-4-(propylamino)benzaldehyde; mp. 73.6° C. (int. 2)

Workup

  1. temperaturerefluxed for 30 minutes
  2. temperatureThe reaction mixture was cooled
  3. extractionthe product was extracted with trichloromethane
  4. customThe extract was dried
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue was purified by column chromatography over silica gel
  8. customThe pure fractions were collected
  9. customthe eluent was evaporated

Sources & evidence

ORD record
ord-24f863e4b2fc4347a42b5a3a52ba5d03
Source dataset
uspto-grants-1989_08
Patent number
US04859684

Reaction notes

Loading…