Potassium Carbonate → HCID 58118502, compound

HRID 1182840Notes

Reaction equation

HRID 1182840 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4](F)[CH:3]=1.Cl.[NH2:12][CH2:13][C:14]([NH2:16])=[O:15].C([O-])([O-])=O.[K+].[K+]>CS(C)=O>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([NH:12][CH2:13][C:14]([NH2:16])=[O:15])[CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 7360294-Bromo-2-fluorobenzonitrileHCID 2723639Glycinamide hydrochloride

Product 1

HCID 58118502HCID 58118502, compoundYield 100.3%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
120 °C

Procedure

9.1 g (45.5 mmol) 4-bromo-2-fluorobenzonitrile, 10.0 g (91.0 mmol) glycinamide hydrochloride and 15.7 g (114 mmol) K2CO3 were suspended in 80 ml DMSO and heated at 120° C. for 5.5 h. Having cooled down to room temperature, the solvent was concentrated and water was added. The resulting precipitate was sucked off and washed with water. 11.6 g (100%) 2-(5-bromo-2-cyano-phenylamino)acetamide was obtained. ESI-MS [m/z]: 254, 256 [M+H]+

Workup

  1. temperatureHaving cooled down to room temperature
  2. concentrationthe solvent was concentrated
  3. additionwater was added
  4. washwashed with water

Sources & evidence

ORD record
ord-7ca421d344a04a66a9c39c05f2fa457c
Source dataset
uspto-grants-2014_03
Patent number
US08664233B2

Reaction notes

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