Hydrochloric Acid → HCID 136029331, compound

HRID 606488Notes

Reaction equation

HRID 606488 reaction equation
[NH2:1][C:2]([C:4]1[CH:9]=[C:8]([CH3:10])[CH:7]=[CH:6][C:5]=1[NH:11][C:12](=O)[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[O:3].CC[O-].[Na+].Cl>C(O)C>[CH3:10][C:8]1[CH:9]=[C:4]2[C:5](=[CH:6][CH:7]=1)[N:11]=[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[NH:1][C:2]2=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 2723922Sodium ethoxideHCID 66768953HCID 66768953, compound

Product 1

HCID 136029331HCID 136029331, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of ethyl ((2-(aminocarbonyl)-4-methylphenyl)amino)(oxo)acetate (4.90 g, 19.6 mmol) in ethanol (100 mL) was added dropwise sodium ethylate (20% ethanol solution, 7.33 g, 21.5 mmol) under ice-cooling, and the mixture was stirred at room temperature for 2 hr. The reaction mixture was poured into 0.25N hydrochloric acid (200 mL) under ice-cooling, and the precipitated insoluble material was collected by filtration. The filtered cake was washed with water and ethanol to give the title compound as a pale-orange powder (2.90 g, 64%).

Workup

  1. temperaturecooling
  2. temperaturecooling
  3. filtrationthe precipitated insoluble material was collected by filtration
  4. washThe filtered cake was washed with water and ethanol

Sources & evidence

ORD record
ord-023ad7e9ec9848ca99e10b0cc9ddc470
Source dataset
uspto-grants-2011_03
Patent number
US07915267B2

Reaction notes

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