Ethylamine → 29526-66-7

HRID 1454271Notes

Reaction equation

HRID 1454271 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][C:3]=1[N+:11]([O-])=O.[CH2:14]([NH2:16])[CH3:15]>C(Cl)Cl>[NH2:11][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:2]=1[CH3:1])[C:6]([NH:16][CH2:14][CH3:15])=[O:7]

Participants

4

Reactant 2

HCID 6341EthylamineHCID 663234-Methyl-3-nitrobenzoyl chloride

Product 1

HCID 1260797429526-66-7

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-methyl-3-nitro-benzoyl chloride (1.0 g, 5.0 mmol) was dissolved in DCM, and the solution was cooled to 0EC. Ethyl amine (2.0M in THF, 5.0 mL, 10 mmol) was added dropwise to the acid chloride, and the reaction stirred at 0EC for 5 min. The ice bath was removed and reaction continued to stir for 3. The solution was washed with brine, dried (Na2SO4), and concentrated in vacuo. The resulting aniline (0.75 g) was used without further purification.

Workup

  1. temperaturethe solution was cooled to 0EC
  2. customThe ice bath was removed
  3. customreaction
  4. stirringto stir for 3
  5. washThe solution was washed with brine
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated in vacuo
  8. customThe resulting aniline (0.75 g) was used without further purification

Sources & evidence

ORD record
ord-d5e2d6173e7144c698fdce63bee20613
Source dataset
uspto-grants-2009_01
Patent number
US07479495B2

Reaction notes

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