5-Methoxy-3-(1-methylethoxy)benzo[b]thiophene-2-carboxylic acid → HCID 18961220, compound

HRID 1708221Notes

Reaction equation

HRID 1708221 reaction equation
[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]2[S:7][C:8]([C:14]([OH:16])=O)=[C:9]([O:10][CH:11]([CH3:13])[CH3:12])[C:5]=2[CH:4]=1.[NH2:19][C:20]1[CH:25]=[CH:24][C:23]([S:26]([O:29][CH3:30])(=[O:28])=[O:27])=[CH:22][CH:21]=1>>[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]2[S:7][C:8]([C:14]([NH:19][C:20]3[CH:25]=[CH:24][C:23]([S:26]([O:29][CH3:30])(=[O:28])=[O:27])=[CH:22][CH:21]=3)=[O:16])=[C:9]([O:10][CH:11]([CH3:12])[CH3:13])[C:5]=2[CH:4]=1

Participants

3

Reactant 2

HCID 139616485-Methoxy-3-(1-methylethoxy)benzo[b]thiophene-2-carboxylic acidHCID 18961215HCID 18961215, compound

Product 1

HCID 18961220HCID 18961220, compoundYield 56%

Procedure

Following a procedure analogous to Example 12, 5-methoxy-3-(1-methylethoxy)benzo[b]thiophene-2-carboxylic acid (300 mg, 1.1 mmol) and 402 mg, 1.8 mmol) methyl 4-aminobenzenesulfonate [obtained by catalytic hydrogenation of methyl 4-nitrobenzenesulfonate (Aldrich) followed by salt formation] provides 295 mg (56%) of product; mp 176.5°-177° C.

Sources & evidence

ORD record
ord-b93bee7452ac4b888fb1c0db9bed6e6d
Source dataset
uspto-grants-1994_10
Patent number
US05356926

Reaction notes

Loading…