Ethanol → HCID 68154319, compound

HRID 1019432Notes

Reaction equation

HRID 1019432 reaction equation
O[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]=1[CH:12]=O.[NH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([CH3:21])[CH:16]=1.C([OH:24])C>>[OH:24][C:16]1[C:17]([CH3:21])=[CH:18][CH:19]=[CH:20][C:15]=1[N:14]=[CH:12][C:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:10]=[CH:11][CH:2]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 7934m-ToluidineHCID 128192-Hydroxy-1-naphthaldehyde

Product 1

HCID 68154319HCID 68154319, compound

Conditions

Temperature
70 °C

Procedure

3.44 g (20.0 mmol) of 2-hydroxy-1-naphthaldehyde was dissolved in 50 ml ethanol under heating, and 2.14 g (20.0 mmol) of m-toluidine was added. After stirring under reflux at 70° C. for 1 hour, completion of the reaction was confirmed by TLC. The solution was concentrated with an evaporator to about 30 ml, whereupon a crystal was formed, which was filtered by Kiriyama funnel. Drying under reduced pressure at 25° C. for 24 hours gave 2-hydroxy-1-naphthylmethylidene-3-methylaniline (hereinafter, also referred to as “HNMT”) as a yellow crystal (4.43 g, 85%).

Workup

  1. temperatureunder heating
  2. concentrationThe solution was concentrated with an evaporator to about 30 ml, whereupon a crystal
  3. customwas formed
  4. filtrationwhich was filtered by Kiriyama funnel
  5. customDrying under reduced pressure at 25° C. for 24 hours

Sources & evidence

ORD record
ord-0552c79e64c240c9923300df285dd9d2
Source dataset
uspto-grants-2014_05
Patent number
US08715523B2

Reaction notes

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