2-Bromoacetamide → HCID 135828232, compound

HRID 1784910Notes

Reaction equation

HRID 1784910 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-5cc5fc8c6e2e422f8d848b9f531ad563
Source dataset
uspto-grants-2009_03
Patent number
US07504421B2

Reaction notes

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