Hydrochloric Acid → HCID 178526573, compound

HRID 1179674Notes

Reaction equation

HRID 1179674 reaction equation
CN(C)[CH:3]=[C:4]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[N+:13]([O-:15])=[O:14])[CH:5]=O.[NH2:17][C:18]([NH2:20])=[O:19].Cl.CO>C(O)C>[N+:13]([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[C:4]1[CH:3]=[N:17][C:18]([OH:19])=[N:20][CH:5]=1)([O-:15])=[O:14]

Participants

6

Reactant 4

HCID 313Hydrochloric Acid2×HCID 887MethanolHCID 1176UreaHCID 3557290HCID 3557290, compound

Product 1

HCID 178526573HCID 178526573, compoundYield 18%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

A solution of 3-(dimethylamino)-2-(2-nitrophenyl)acrylaldehyde (2.00 g, 9.08 mmol), urea (0.60 g, 9.99 mmol) and concentrated hydrochloric acid (0.50 ml) in ethanol (25 ml) was heated at 60° C. for 18 hours under a nitrogen atmosphere. An additional aliquot of concentrated hydrochloric acid (0.50 ml) was added followed by heating at 70° C. for 24 hours. The solvent was removed by evaporation under reduced pressure. The residue was crystallised from methanol yielding the title compound (0.35 g, 18% yield) as a-yellow solid.

Workup

  1. customThe solvent was removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-de1b5618079f4e76982a5a371fbc312c
Source dataset
uspto-grants-2007_10
Patent number
US07279470B2

Reaction notes

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