Formaldehyde → HCID 68546671, compound

HRID 2245827Notes

Reaction equation

HRID 2245827 reaction equation
[NH2:1][C:2]1[C:13]([CH3:14])=[CH:12][CH:11]=[CH:10][C:3]=1[C:4]([NH:6][CH:7]([CH3:9])[CH3:8])=[O:5].C=O.[C:17]1(C)C=CC(S(O)(=O)=O)=CC=1>C(O)C>[CH3:14][C:13]1[CH:12]=[CH:11][CH:10]=[C:3]2[C:2]=1[NH:1][CH2:17][N:6]([CH:7]([CH3:9])[CH3:8])[C:4]2=[O:5]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 6101p-Toluenesulfonic acidHCID 167760932-amino-3-methyl-N-(1-methylethyl)benzamide

Product 1

HCID 68546671HCID 68546671, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2-amino-3-methyl-N-(1-methylethyl)benzamide (0.5 g, 2.6 mmol) in ethanol (10 mL) was added paraformaldehyde (78 mg, 2.6 mmol) and p-toluenesulfonic acid (18 mg, 95 μmol) and the mixture was heated at reflux until it became clear (approximately 4 hours). The solvent was removed under reduced pressure to give the title compound (95% pure) which was used without further purification.

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux until it
  3. custom(approximately 4 hours)
  4. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-3a3bf242b632485c853b68b54349c604
Source dataset
uspto-grants-2010_03
Patent number
US07683201B2

Reaction notes

Loading…