Hydrochloric Acid → HCID 14871954, compound

HRID 728360Notes

Reaction equation

HRID 728360 reaction equation
[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[S:11][C:10]([C:12]([O:14]C)=[O:13])=[CH:9][CH:8]=2)[N:3]=1.Cl>[OH-].[Na+].CO.O>[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[S:11][C:10]([C:12]([OH:14])=[O:13])=[CH:9][CH:8]=2)[N:3]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 14871951HCID 14871951, compound

Product 1

HCID 14871954HCID 14871954, compoundYield 56%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of methyl 5-(5-methyl-1,2,4-oxadiazol-3-yl)-2-thiophenecarboxylate, prepared according to Example 22, (86 mg, 0.38 mmoles) in 3 ml of 2N sodium hydroxide was diluted with 1 ml of methanol and warmed to 60° C. for 10 minutes. The solution was cooled to room temperature, diluted with 2 ml of water and acidified to pH 2 with concentrated hydrochloric acid. After standing for 30 minutes the fluffy crystalline solid which slowly separated was collected by filtration and dried in vacuo to furnish the title compound (45 mg, 56%), m.p. 218°-20° C.

Workup

  1. customprepared
  2. temperatureThe solution was cooled to room temperature
  3. customthe fluffy crystalline solid which slowly separated
  4. filtrationwas collected by filtration
  5. customdried in vacuo

Sources & evidence

ORD record
ord-f21816ee3b82496693c4628bc06252e4
Source dataset
uspto-grants-1991_09
Patent number
US05047554

Reaction notes

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