Aniline → 2-Phenylaminocarbonyl-7-methoxybenzofuran

HRID 2084797Notes

Reaction equation

HRID 2084797 reaction equation
[CH3:1][O:2][C:3]1[C:11]2[O:10][C:9]([C:12]([OH:14])=O)=[CH:8][C:7]=2[CH:6]=[CH:5][CH:4]=1.[NH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[C:16]1([NH:15][C:12]([C:9]2[O:10][C:11]3[C:3]([O:2][CH3:1])=[CH:4][CH:5]=[CH:6][C:7]=3[CH:8]=2)=[O:14])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 6115AnilineHCID 6060377-Methoxy-1-benzofuran-2-carboxylic acid

Product 1

HCID 227340712-Phenylaminocarbonyl-7-methoxybenzofuran

Procedure

Substantially the same procedure as in Example 219 was repeated using a starting material, 7-methoxybenzofuran-2-carboxylic acid, and aniline to give N-phenyl-7-methoxybenzofuran-2-carboxamide (Compound 249a). Successively, it was formylated to give N-phenyl-4-formyl-7-methoxybenzofuran-2-carboxamide (Compound 249b), then compound 249b was reacted with methylamine hydrochloride to give compound 249 as a white solid.

Sources & evidence

ORD record
ord-a3ef85b286d545299efc6677d19b39e4
Source dataset
uspto-grants-2004_04
Patent number
US06716987B1

Reaction notes

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