Sodium Hydroxide → Monosodium 2-carboxy-6-methyl-benzo[b] thiophene-3-sulfonate

HRID 128280Notes

Reaction equation

HRID 128280 reaction equation
Cl[C:2]1[C:3]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][C:4]=2[S:5][C:6]=1[C:7](Cl)=[O:8].[OH-:15].[Na+:16].[S:17]([O-:20])([OH:19])=[O:18].[Na+]>[Cu]Cl>[C:7]([C:6]1[S:5][C:4]2[CH:10]=[C:11]([CH3:14])[CH:12]=[CH:13][C:3]=2[C:2]=1[S:17]([O-:20])(=[O:19])=[O:18])([OH:15])=[O:8].[Na+:16]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 123398623-Chloro-6-methylbenzo(b)thiophene-2-carbonyl chlorideHCID 23665763Sodium Bisulfite

Product 1

HCID 86737645Monosodium 2-carboxy-6-methyl-benzo[b] thiophene-3-sulfonate

Reagents, catalysts & solvents 1

HCID 62652Cuprous chlorideCatalyst

Procedure

Prepared analogous to Example 1(a) from 3-chloro-6-methyl-benzo[b] thiophene-2-carboxylic acid chloride (m.p.: 124.5°-126° C.) by hydrolysis with aqueous sodium hydroxide solution and subsequent reaction with sodium hydrogen sulfite in the presence of copper-(I)-chloride as a catalyst.

Sources & evidence

ORD record
ord-2d39238ad5b24bcd9396a3393a509da8
Source dataset
uspto-grants-1981_03
Patent number
US04259336

Reaction notes

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