Hydrochloric Acid → 1-(3,4-Dihydroxy-5-nitrophenyl)-3-(4-dimethylaminophenyl)prop-2-en-1-one

HRID 1195945Notes

Reaction equation

HRID 1195945 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C:12](=[O:14])[CH3:13])[CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[C:7]=1[OH:8].[CH3:15][N:16]([CH3:25])[C:17]1[CH:24]=[CH:23][C:20]([CH:21]=O)=[CH:19][CH:18]=1.Cl>CO>[OH:1][C:2]1[CH:3]=[C:4]([C:12](=[O:14])[CH:13]=[CH:21][C:20]2[CH:23]=[CH:24][C:17]([N:16]([CH3:25])[CH3:15])=[CH:18][CH:19]=2)[CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[C:7]=1[OH:8]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 74794-(Dimethylamino)BenzaldehydeHCID 144509971-(3,4-Dihydroxy-5-nitrophenyl)ethanone

Product 1

HCID 545261871-(3,4-Dihydroxy-5-nitrophenyl)-3-(4-dimethylaminophenyl)prop-2-en-1-one

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution containing 0.5 g of the product obtained in Example 19 and 0.38 g of 4-dimethylaminobenzaldehyde in 5 ml of methanol was saturated with gaseous hydrogen chloride. The solution was refluxed for 1 h. After cooling the product was filtered and washed with methanol. Yield 0.26 g (70%), decomp. on heating.

Workup

  1. temperatureThe solution was refluxed for 1 h
  2. temperatureAfter cooling the product
  3. filtrationwas filtered
  4. washwashed with methanol
  5. temperatureon heating

Sources & evidence

ORD record
ord-8b1ec7756a454138a30cffe436a51b30
Source dataset
uspto-grants-1992_05
Patent number
US05112861

Reaction notes

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