Hydrochloric Acid → HCID 178440201, compound

HRID 351412Notes

Reaction equation

HRID 351412 reaction equation
[C:1]([NH:6][C:7]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:8]=1[C:9]([NH2:11])=[O:10])(=O)[CH2:2][CH2:3][CH3:4].[OH-].[Na+].Cl>C(O)C>[Cl:16][C:13]1[CH:12]=[C:8]2[C:7](=[CH:15][CH:14]=1)[N:6]=[C:1]([CH2:2][CH2:3][CH3:4])[N:11]=[C:9]2[OH:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 210882262-Butyramido-5-chlorobenzamide

Product 1

HCID 178440201HCID 178440201, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Butyrylamino-5-chloro-benzamide (1.08 g, 4.49 mmol, 1 eq.), 1.000 N NaOH (13.46 mL, 13.5 mmol, 3 eq.) and ethanol (10 mL) were mixed and stirred at rt for 15 minutes. The mixture was acidified to pH=2 with 1.000 N HCl. The mixture was extracted with ethyl acetate. Solids that did not dissolve were filtered and rinsed with diethyl ether to dry. Obtained 810 mg of a white solid product. LCMS detects (M+H)+=223.

Workup

  1. extractionThe mixture was extracted with ethyl acetate
  2. dissolutionSolids that did not dissolve
  3. filtrationwere filtered
  4. washrinsed with diethyl ether
  5. customto dry

Sources & evidence

ORD record
ord-b7f74fa154734f20886fbbdaa684dd15
Source dataset
uspto-grants-2007_02
Patent number
US07183270B2

Reaction notes

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