Formamide → 4,5-Bis(4-methoxyphenyl)-1,3-oxazole-2-carboxamide

HRID 71055Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11]([C:22]([O:24]CC)=O)[O:12][C:13]=2[C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)=[CH:5][CH:4]=1.C([NH2:29])=O.C[O-].[Na+]>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11]([C:22]([NH2:29])=[O:24])[O:12][C:13]=2[C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)=[CH:5][CH:4]=1

Participants

Reactant 3

HCID 713Formamide

HCID 10942334Sodium Methoxide

HCID 69712984Ethyl 4,5-bis(4-methoxyphenyl)-1,3-oxazole-2-carboxylate

Product 1

HCID 698179254,5-Bis(4-methoxyphenyl)-1,3-oxazole-2-carboxamideYield 71.9%

Procedure

In WO2004/065374 is disclosed a method in which ethyl 4,5-bis(4-methoxyphenyl)-1,3-oxazole-2-carboxylate, which is a carboxylic acid ester, is allowed to react with formamide in the presence of sodium methoxide, which is a metal alkoxide, to give 4,5-bis(4-methoxyphenyl)-1,3-oxazole-2-carboxamide, which is a carboxamide, in a yield of 71.9% (see Example 2).

Sources & evidence

ORD record: ord-4d806f3c603144478d89c72646072c98
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08822724B2

Reaction notes

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