Hydrochloric Acid → HCID 14871954, compound

HRID 1463488Notes

Reaction equation

HRID 1463488 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-a62448b693cf4bb39b3e4f8f8e856084
Source dataset
uspto-grants-1994_04
Patent number
US05300655

Reaction notes

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