Hydrochloric Acid → HCID 19843283, compound

HRID 2352542Notes

Reaction equation

HRID 2352542 reaction equation
[Cl:1][C:2]1[S:10][C:9]2[C:8](=[O:11])[C:7]([C:12]([O:14]CC)=[O:13])=[CH:6][N:5]([CH3:17])[C:4]=2[CH:3]=1.Cl>[OH-].[Na+]>[Cl:1][C:2]1[S:10][C:9]2[C:8](=[O:11])[C:7]([C:12]([OH:14])=[O:13])=[CH:6][N:5]([CH3:17])[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19843285HCID 19843285, compound

Product 1

HCID 19843283HCID 19843283, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A mixture of ethyl 2-chloro-4-methyl-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxylate (1.6 g) and 0.35M aqueous sodium hydroxide solution (50 ml) was stirred at 95° for 3 hours. The mixture was cooled to 0° and acidified with 5M hydrochloric acid to pH 4. After 15 minutes the solid was collected, washed with water and stirred with a mixture of diethyl ether (60 ml) and industrial methylated spirit (10 ml) for 2 hours. The solid was collected and dried to give the novel compound 2-chloro-4-methyl-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxylic acid.

Workup

  1. temperatureThe mixture was cooled to 0°
  2. customAfter 15 minutes the solid was collected
  3. washwashed with water
  4. stirringstirred with a mixture of diethyl ether (60 ml) and industrial methylated spirit (10 ml) for 2 hours
  5. customThe solid was collected
  6. customdried

Sources & evidence

ORD record
ord-4fcff0dbe4434e1a8ba3a493b8482d25
Source dataset
uspto-grants-1989_10
Patent number
US04877793

Reaction notes

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