Triethylamine → HCID 54317339, compound

HRID 2262741Notes

Reaction equation

HRID 2262741 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7](F)=[C:6]([N+:11]([O-:13])=[O:12])[CH:5]=1)=[O:3].[Br:14][C:15]1[CH:16]=[C:17]([CH:19]=[CH:20][CH:21]=1)[NH2:18].C(N(CC)CC)C>CN1C(=O)CCC1>[Br:14][C:15]1[CH:16]=[C:17]([NH:18][C:7]2[CH:8]=[CH:9][C:4]([C:2](=[O:3])[CH3:1])=[CH:5][C:6]=2[N+:11]([O-:13])=[O:12])[CH:19]=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 115623-BromoanilineHCID 27346124'-Fluoro-3'-nitroacetophenone

Product 1

HCID 54317339HCID 54317339, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 4-fluoro-3-nitroacetophenone (165 g, 0.9 mol) in NMP (350 ml) was added 3-bromoaniline (98 ml, 0.9 mol) and triethyl amine (125.4 ml, 0.9 mol) and the reaction mixture was stirred at 80° C. for 6 hours and then left with stirring at room temperature over night. The resultant suspension was poured into ice-water and the precipitate was filtered off and washed with water and diethyl ether, successively. Drying in the air afforded the desired product (262g, 87%).

Workup

  1. waitleft
  2. stirringwith stirring at room temperature over night
  3. filtrationthe precipitate was filtered off
  4. washwashed with water and diethyl ether
  5. customDrying in the air

Sources & evidence

ORD record
ord-ba2ebe26f8ed4035a60a2d07a1635e2c
Source dataset
uspto-grants-2010_12
Patent number
US07851490B2

Reaction notes

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