2-Bromoacetamide → HCID 135828232, compound

HRID 720457Notes

Reaction equation

HRID 720457 reaction equation
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[CH:15]=[C:14]([Cl:16])[C:13]([OH:17])=[C:12]([Cl:18])[CH:11]=2)[C:5]([C:19]#[N:20])=[C:4](S)[N:3]=1.Br[CH2:23][C:24]([NH2:26])=[O:25].C([O-])(O)=O.[Na+]>CN(C=O)C.O>[C:19]([C:5]1[C:4]([CH2:23][C:24](=[O:25])[NH2:26])=[N:3][C:2]([NH2:1])=[C:7]([C:8]#[N:9])[C:6]=1[C:10]1[CH:15]=[C:14]([Cl:16])[C:13]([OH:17])=[C:12]([Cl:18])[CH:11]=1)#[N:20]

Participants

6

Reactant 3

HCID 696322-BromoacetamideHCID 516892Sodium BicarbonateHCID 178510478HCID 178510478, compound

Product 1

HCID 135828232HCID 135828232, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

337.2 mg (1 mmol) of 2-amino-4-(3,5-dichloro-4-hydroxyphenyl)-6-sulfanyl-3,5-pyridinedicarbonitrile and 207 mg (1.5 mmol) of bromoacetamide are dissolved in 4 ml of DMF, 336 mg (4 mmol) of NaHCO3 are added and the mixture is stirred at RT for 8 hours. The mixture is diluted with water and washed with ethyl acetate. The aqueous phase is acidified with 1N HCl and the resulting crystals are filtered off with suction and dried.

Workup

  1. washwashed with ethyl acetate
  2. filtrationthe resulting crystals are filtered off with suction
  3. customdried

Sources & evidence

ORD record
ord-0d2b90129613457bae774d906fc292b7
Source dataset
uspto-grants-2006_11
Patent number
US07135486B1

Reaction notes

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