Sodium Hydroxide → HCID 3063368, compound

HRID 1084818Notes

Reaction equation

HRID 1084818 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]=[CH:7][C:8]([NH:10][C:11]1[CH:21]=[CH:20][CH:19]=[CH:18][C:12]=1[C:13]([O:15]CC)=[O:14])=[O:9].[OH-].[Na+]>CO>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]=[CH:7][C:8]([NH:10][C:11]1[CH:21]=[CH:20][CH:19]=[CH:18][C:12]=1[C:13]([OH:15])=[O:14])=[O:9]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 898498HCID 898498, compound

Product 1

HCID 3063368HCID 3063368, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Ethyl 2-[3-(2-thienyl)acrylamido]benzoate (150 mg, 0.50 mmol) prepared in Example 2 was dissolved in methanol (3 ml) while warming, and 1N-aqueous NaOH (1.8 ml, 1.80 mmol) was added dropwide under stirring. The mixture was stirred at 70° C. for 1 hour. After the reaction, methanol was removed, and the residue was treated with water under ice cooling and acidified (to pH 4) with 10% HCl. The precipitated solid were collected on a filter, washed with water, and dried to give white solids of the title compound (125 mg, yield, 92%), which were recrystallized from the mixed solvent of methanol and water. m.p., 215°-216° C.

Workup

  1. temperaturewhile warming
  2. stirringThe mixture was stirred at 70° C. for 1 hour
  3. customwas removed
  4. additionthe residue was treated with water under ice cooling
  5. customThe precipitated solid were collected on a filter
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-d2a504b90e6a4c369557f47b751eeaaa
Source dataset
uspto-grants-1991_04
Patent number
US05006548

Reaction notes

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