Potassium Hydroxide → 4,6-Dichloro-8-methylthieno[2,3-b]indole-2-carboxylic acid

HRID 1957209Notes

Reaction equation

HRID 1957209 reaction equation
[OH-].[K+].[Cl:3][C:4]1[CH:12]=[C:11]([Cl:13])[CH:10]=[C:9]2[C:5]=1[C:6]1[CH:17]=[C:16]([C:18]([O:20]C)=[O:19])[S:15][C:7]=1[N:8]2[CH3:14]>>[Cl:3][C:4]1[CH:12]=[C:11]([Cl:13])[CH:10]=[C:9]2[C:5]=1[C:6]1[CH:17]=[C:16]([C:18]([OH:20])=[O:19])[S:15][C:7]=1[N:8]2[CH3:14]

Participants

3

Reactant 2

HCID 14797Potassium HydroxideHCID 19068958Methyl 4,6-dichloro-8-methylthieno[2,3-b]indole-2-carboxylate

Product 1

HCID 190689424,6-Dichloro-8-methylthieno[2,3-b]indole-2-carboxylic acidYield 79.5%

Procedure

Prepared from KOH (2.23 g), (53) (2.20 g) after reflux for 4 1/3 h yielding (56) 1.67 g (79.5%). M.p. 278°-281° C.

Workup

  1. temperatureafter reflux for 4 1/3 h

Sources & evidence

ORD record
ord-11ef2d2cce8e4e999a3df08584f11424
Source dataset
uspto-grants-1998_07
Patent number
US05783575

Reaction notes

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