Hydrochloric Acid → HCID 20119749, compound

HRID 2224092Notes

Reaction equation

HRID 2224092 reaction equation
[C:1]([NH:6][C:7]1[CH:11]=[CH:10][S:9][C:8]=1[C:12]([O:14]C)=[O:13])(=[O:5])[CH2:2][CH2:3][CH3:4].[OH-].[K+].Cl>CCO.O>[C:1]([NH:6][C:7]1[CH:11]=[CH:10][S:9][C:8]=1[C:12]([OH:14])=[O:13])(=[O:5])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 3573095HCID 3573095, compound

Product 1

HCID 20119749HCID 20119749, compound

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Conditions

Temperature
80 °C

Procedure

Methyl 3-(butyrylamino)thiophene-2-carboxylate (1-2, 2.70 g, 11.9 mmol) was dissolved in 1: 1 EtOH/H2O (10 mL) and treated with KOH pellets (2.00 g, 35.6 mmol). The resulting solution was stirred 12 h at 80° C., poured into 1N HCl and cooled to 0° C. The precipitate was filtered, washed with cold Et2O and dried under vacuum to provide 3-(butyrylamino)thiophene-2-carboxylic acid (1-3). MS 214 found 213.2 required.

Workup

  1. temperaturecooled to 0° C
  2. filtrationThe precipitate was filtered
  3. washwashed with cold Et2O
  4. customdried under vacuum

Sources & evidence

ORD record
ord-82e7a7e88b4c4b6086892632147cdc71
Source dataset
uspto-grants-2008_05
Patent number
US07378411B2

Reaction notes

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