Potassium Carbonate → HCID 58118512, compound

HRID 1182835Notes

Reaction equation

HRID 1182835 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5](F)=[C:6]([CH:9]=1)[C:7]#[N:8].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:3]=[CH:4][C:5]([NH:12][CH2:13][C:14]([NH2:16])=[O:15])=[C:6]([C:7]#[N:8])[CH:9]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 2723639Glycinamide hydrochlorideHCID 27249005-Bromo-2-fluorobenzonitrile

Product 1

HCID 58118512HCID 58118512, compoundYield 77.3%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
100 °C

Procedure

16.3 g (81.5 mmol) 5-bromo-2-fluorobenzonitrile, 9.2 g (83.1 mmol) glycinamide hydrochloride and 23.6 g (170.8 mmol) K2CO3 were suspended in 40 ml DMSO and heated at 100° C. for 3 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. 16.0 g (77%) 2-(4-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-877c2fa300a6498c860465b9a8b7a613
Source dataset
uspto-grants-2014_03
Patent number
US08664233B2

Reaction notes

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