Dimethyl Sulfate → HCID 13217719, compound

HRID 1605972Notes

Reaction equation

HRID 1605972 reaction equation
[Br:1][C:2]1[S:14][C:5]2=[N:6][CH:7]=[C:8]([C:11]([OH:13])=[O:12])[C:9]([OH:10])=[C:4]2[CH:3]=1.[OH-].[K+].S(OC)(O[CH3:21])(=O)=O>>[Br:1][C:2]1[S:14][C:5]2[N:6]([CH3:21])[CH:7]=[C:8]([C:11]([OH:13])=[O:12])[C:9](=[O:10])[C:4]=2[CH:3]=1

Participants

4

Reactant 3

HCID 6497Dimethyl SulfateHCID 14797Potassium HydroxideHCID 178524745HCID 178524745, compound

Product 1

HCID 13217719HCID 13217719, compound

Procedure

To a solution of 0.274 part of 2-bromo-4-hydroxythieno[2,3-b]pyridine-5-carboxylic acid in 3 parts by volume of a 2N aqueous solution of potassium hydroxide is added 0.24 part by volume of dimethyl sulfate. Treatment of the mixture in the manner described in Example 20 gives 2-bromo-4,7-dihydro-7-methyl-4-oxothieno[2,3-b]pyridine-5-carboxylic acid as crystals. Recrystallization from dimethylformamide-water gives colorless needles melting at 288°-290°C.

Sources & evidence

ORD record
ord-fbbf1cd7c8b541ef80107a05a4afec6d
Source dataset
uspto-grants-1976_04
Patent number
US03951989

Reaction notes

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