Triethylamine → HCID 62683031, compound

HRID 389112Notes

Reaction equation

HRID 389112 reaction equation
[CH2:1]([N:3](CC)CC)C.[CH2:8]([NH:10][C:11](=[O:22])[C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[C:14](F)[CH:13]=1)[CH3:9]>C(#N)C>[CH2:8]([NH:10][C:11](=[O:22])[C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[C:14]([NH:3][CH3:1])[CH:13]=1)[CH3:9]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 58243660HCID 58243660, compound

Product 1

HCID 62683031HCID 62683031, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
50 °C

Procedure

Methylamine•monohydrochloride (1.23 g) and triethylamine (2.5 ml) were added to a solution of N-ethyl-3-fluoro-4-nitrobenzamide (1.92 g) in acetonitrile (40 ml), followed by stirring at 50° C. for 15 hours. The reaction solution was concentrated under reduced pressure and water was added to the residue, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure to obtain N-ethyl-3-(methylamino)-4-nitrobenzamide (1.99 g) as a yellow orange solid.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure and water
  2. additionwas added to the residue
  3. extractionfollowed by extraction with ethyl acetate
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-2e93f88a61ab4bac8a8274cf77e196ef
Source dataset
uspto-grants-2013_02
Patent number
US08377923B2

Reaction notes

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