HCID 59857981, compound → HCID 178486376, compound

HRID 1928553Notes

Reaction equation

HRID 1928553 reaction equation
[Br:1][C:2]1[C:3]([O:16][CH3:17])=[C:4]([NH:8][C:9](=[O:15])/[CH:10]=[CH:11]/OCC)[CH:5]=[CH:6][CH:7]=1>OS(O)(=O)=O>[Br:1][C:2]1[C:3]([O:16][CH3:17])=[C:4]2[C:5]([CH:11]=[CH:10][C:9]([OH:15])=[N:8]2)=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 59857981HCID 59857981, compound

Product 1

HCID 178486376HCID 178486376, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To stirred concentrated H2SO4 (30 mL), (E)-(N)-(3-bromo-2-methoxyphenyl)-3-ethoxypropenamide (3c) (2.11 g, 7.03 mmol) was added and allowed to stir overnight at room temperature. The solution was poured over ice and the resulting solid was filtered off, washed and dried. The desired product was obtained as a yellow solid (1.75 g, 98% yield): 1H NMR (400 MHz, DMSO-d6) 11.44 (bs, 1H), 7.89 (d, J=9.2 Hz, 1H), 7.37 (s, 2H), 6.53 (d, J=8.8 Hz, 1H), 3.79 (s, 3H).

Workup

  1. additionwas added
  2. additionThe solution was poured over ice
  3. filtrationthe resulting solid was filtered off
  4. washwashed
  5. customdried

Sources & evidence

ORD record
ord-d29257aff3c0465d9b201d1acaf5a654
Source dataset
uspto-grants-2012_05
Patent number
US08183379B2

Reaction notes

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