6-Methoxy-2-(4-methoxyphenyl)benzo[b]thiophene → HCID 18461152, compound

HRID 2303381Notes

Reaction equation

HRID 2303381 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[O:12][CH3:13])[C:6]([OH:8])=O)#[N:2].[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]2[S:26][C:25]3[CH:27]=[C:28]([O:31][CH3:32])[CH:29]=[CH:30][C:24]=3[CH:23]=2)=[CH:18][CH:17]=1.[Al+3].[Cl-].[Cl-].[Cl-]>CN(C=O)C.O=S(Cl)Cl>[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]2[S:26][C:25]3[CH:27]=[C:28]([O:31][CH3:32])[CH:29]=[CH:30][C:24]=3[C:23]=2[C:6]([C:5]2[CH:9]=[CH:10][C:11]([O:12][CH3:13])=[C:3]([C:1]#[N:2])[CH:4]=2)=[O:8])=[CH:18][CH:17]=1

Participants

6

Reactant 3

HCID 8509416-Methoxy-2-(4-methoxyphenyl)benzo[b]thiopheneHCID 6451240Aluminum(III) ChlorideHCID 219909723-Cyano-4-methoxybenzoic acid

Product 1

HCID 18461152HCID 18461152, compoundYield 107.5%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 24386Thionyl ChlorideSolvent

Procedure

1.8 g of the title compound was prepared from 3.9 g (3.9 mmol) of 3-cyano-4-methoxybenzoic acid (converted to the acid chloride with 30 mL of SOCl2 and three drops of DMF), 6 g (22 mmol) of 2-(4-methoxyphenyl)-6-methoxybenzo[b]thiophene, and 14.7 g (110 mmol) of AlCl3 in a manner similar to that in Preparation 4.

Workup

  1. customin Preparation 4

Sources & evidence

ORD record
ord-6da9629d0385498bb082c1c345c587ff
Source dataset
uspto-grants-2002_08
Patent number
US06432982B1

Reaction notes

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