Potassium Carbonate → HCID 66864166, compound

HRID 1182849Notes

Reaction equation

HRID 1182849 reaction equation
[Br:1][C:2]1[C:3](F)=[C:4]([CH:7]=[CH:8][CH:9]=1)[C:5]#[N:6].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][CH:7]=[C:4]([C:5]#[N:6])[C:3]=1[NH:12][CH2:13][C:14]([NH2:16])=[O:15]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 2723639Glycinamide hydrochlorideHCID 27612003-Bromo-2-fluorobenzonitrile

Product 1

HCID 66864166HCID 66864166, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
100 °C

Procedure

10.0 g (50.0 mmol) 3-bromo-2-fluorobenzonitrile, 11.1 g (100.0 mmol) glycinamide hydrochloride and 17.3 g (125 mmol) K2CO3 were suspended in 90 ml DMSO and heated at 100° C. for 4 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. 10.8 g (85%) 2-(2-bromo-6-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-50fb28455ce242dc825b93781f50cab8
Source dataset
uspto-grants-2014_03
Patent number
US08664233B2

Reaction notes

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