Hydrochloric Acid → HCID 10636956, compound

HRID 1461296Notes

Reaction equation

HRID 1461296 reaction equation
[CH2:1]([O:4][C:5]1[CH:21]=[CH:20][CH:19]=[CH:18][C:6]=1[C:7]([NH:9][C:10]1[S:11][CH:12]=[CH:13][C:14]=1[C:15]([NH2:17])=[O:16])=O)[CH2:2][CH3:3].[OH-].[Na+].Cl>N1C=CC=CC=1>[CH2:1]([O:4][C:5]1[CH:21]=[CH:20][CH:19]=[CH:18][C:6]=1[C:7]1[NH:17][C:15](=[O:16])[C:14]2[CH:13]=[CH:12][S:11][C:10]=2[N:9]=1)[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21250745HCID 21250745, compound

Product 1

HCID 10636956HCID 10636956, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A stirred mixture of 2-(propoxybenzamido)-thiophene-3-carboxamide (0.90 g) and pyridine (1 ml) in 2 Normal sodium hydroxide (25 ml) was heated under reflux for 2 hours. The cooled reaction mixture was neutralised with concentrated hydrochloric acid to afford a precipitate and the resulting mixture was extracted with chloroform (3×25 ml). The combined extracts were washed with water (20 ml) and brine (20 ml), dried (magnesium sulphate) and evaporated under reduced pressure to afford a crude product which was recrystallised from ethanol-water to afford the title compound, 0.41 g, m.p. 115°-117° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. customThe cooled reaction mixture
  4. customto afford a precipitate
  5. extractionthe resulting mixture was extracted with chloroform (3×25 ml)
  6. washThe combined extracts were washed with water (20 ml) and brine (20 ml)
  7. dry with materialdried (magnesium sulphate)
  8. customevaporated under reduced pressure
  9. customto afford a crude product which
  10. customwas recrystallised from ethanol-water

Sources & evidence

ORD record
ord-6d42eca09f424393a24aaf2459f96ceb
Source dataset
uspto-grants-1991_12
Patent number
US05075310

Reaction notes

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