HCID 59857981, compound → HCID 178486376, compound

HRID 2378159Notes

Reaction equation

HRID 2378159 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-d06819ae1b704894ac8bd058d779dca3
Source dataset
uspto-grants-2008_12
Patent number
US07470788B2

Reaction notes

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