Hydrochloric Acid → HCID 13729670, compound

HRID 365076Notes

Reaction equation

HRID 365076 reaction equation
[S:1]1[C:9]2[C:4](=[N:5][C:6]([C:14]([O:16]C)=[O:15])=[C:7]([C:10]([O:12]C)=[O:11])[CH:8]=2)[CH:3]=[CH:2]1.[OH-].[Na+].Cl>O>[S:1]1[C:9]2[C:4](=[N:5][C:6]([C:14]([OH:16])=[O:15])=[C:7]([C:10]([OH:12])=[O:11])[CH:8]=2)[CH:3]=[CH:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 13729656HCID 13729656, compound

Product 1

HCID 13729670HCID 13729670, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
60 °C

Procedure

Dimethyl thieno[3,2-b]pyridine-5,6-dicarboxylate (3.75 g, 0.0149 mol) is added to a solution of sodium hydroxide (1.8 g, 0.045 mol) in water (20 mL) and the mixture is warmed at 60° C. for 20 hours. The reaction mixture is diluted with water, cooled in an ice bath, and acidified by the addition of concentrated hydrochloric acid. A precipitate of thieno[3,2-b]pyridine-5,6-dicarboxylic acid is filtered off and dried overnight to give 3.1 g (93%) mp>380° C.

Workup

  1. temperaturecooled in an ice bath
  2. filtrationA precipitate of thieno[3,2-b]pyridine-5,6-dicarboxylic acid is filtered off
  3. customdried overnight
  4. customto give 3.1 g (93%) mp>380° C.

Sources & evidence

ORD record
ord-d49a231f68e245af93b25f7ac1e33f58
Source dataset
uspto-grants-1986_08
Patent number
US04608079

Reaction notes

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