Hydrochloric Acid → HCID 135714911, compound

HRID 412029Notes

Reaction equation

HRID 412029 reaction equation
[CH3:1][S:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([NH2:9])=[O:8])=[C:5]([NH:12][C:13](=O)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[O:20][CH2:21][CH2:22][CH3:23])[CH:4]=1.[OH-].[Na+].Cl>N1C=CC=CC=1>[CH3:1][S:2][C:3]1[CH:4]=[C:5]2[C:6]([C:7](=[O:8])[NH:9][C:13]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[O:20][CH2:21][CH2:22][CH3:23])=[N:12]2)=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18536568HCID 18536568, compound

Product 1

HCID 135714911HCID 135714911, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A stirred solution of 4-methylthio-2-(2-propoxybenzamido)benzamide (0.85 g) and pyridine (1 ml) in 2 Normal aqueous sodium hydroxide was heated under reflux for 2 hours. The cooled reaction mixture was acidified with concentrated hydrochloric acid and the resultant mixture was extracted with chloroform (3×25 ml). The combined extracts were washed with water and then brine, dried (magnesium sulphate) and evaporated under reduced pressure to yield a solid which was recrystallized from ethanol to yield the title compound, 0.61 g, m.p. 156.5°-158.5° C.

Workup

  1. temperatureunder reflux for 2 hours
  2. customThe cooled reaction mixture
  3. extractionthe resultant mixture was extracted with chloroform (3×25 ml)
  4. washThe combined extracts were washed with water
  5. dry with materialbrine, dried (magnesium sulphate)
  6. customevaporated under reduced pressure
  7. customto yield a solid which
  8. customwas recrystallized from ethanol

Sources & evidence

ORD record
ord-628f786a3cd5435bbd1a489c27ffd306
Source dataset
uspto-grants-2003_05
Patent number
US06562830B1

Reaction notes

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