2-Mercaptoacetamide → HCID 59656683, compound

HRID 2054911Notes

Reaction equation

HRID 2054911 reaction equation
[CH2:1]([O:3][C:4]1[C:9]([C:10]#[N:11])=[C:8](F)[C:7]([CH2:13][OH:14])=[CH:6][CH:5]=1)[CH3:2].[SH:15][CH2:16][C:17]([NH2:19])=[O:18].[O-]CC.[Na+]>CN(C=O)C.[OH-].[Na+]>[NH2:11][C:10]1[C:9]2[C:4]([O:3][CH2:1][CH3:2])=[CH:5][CH:6]=[C:7]([CH2:13][OH:14])[C:8]=2[S:15][C:16]=1[C:17]([NH2:19])=[O:18]

Participants

6

Reactant 3

HCID 129612-MercaptoacetamideHCID 2723922Sodium ethoxideHCID 59656673HCID 59656673, compound

Product 1

HCID 59656683HCID 59656683, compoundYield 88.9%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 14798Sodium HydroxideSolvent

Conditions

Temperature
80 °C

Procedure

To a stirred solution of the above benzonitrile intermediate (500 mg, 2.56 mmol) in dry DMF (3 mL) was added 2-mercaptoacetamide (1.1 M in MeOH, 3.50 mL, 3.85 mmol) and sodium ethoxide (2.68 M in EtOH, 1.05 mL, 2.81 mmol). The reaction was stirred at 80° C. overnight, and then it was cooled to room temperature and diluted with 2 M sodium hydroxide solution (30 mL). The precipitate formed was collected by filtration, and dried in vacuo to give the title compound (0.455 g, 1.71 mmol, 88.9%).

Workup

  1. temperatureit was cooled to room temperature
  2. customThe precipitate formed
  3. filtrationwas collected by filtration
  4. customdried in vacuo

Sources & evidence

ORD record
ord-0dac8849749844be813517689eca5f3d
Source dataset
uspto-grants-2008_02
Patent number
US07329764B2

Reaction notes

Loading…