Benzocaine → Coumarin

HRID 374952Notes

Reaction equation

N[C:2]1[CH:12]=[CH:11][C:5]([C:6](OCC)=O)=[CH:4][CH:3]=1.NC1C=[C:16](C=CC=1)[C:17]([O:19]CC)=[O:18]>>[O:19]1[C:11]2[CH:12]=[CH:2][CH:3]=[CH:4][C:5]=2[CH:6]=[CH:16][C:17]1=[O:18]

Participants

Reactant 2

HCID 2337Benzocaine

HCID 11400Ethyl 3-aminobenzoate

Product 1

HCID 323Coumarin

Procedure

The same procedures as Example 1 were carried out except that 150 parts of ethyl p-aminobenzoate were replaced by 150 parts of ethyl m-aminobenzoate. The 2H-1-benzopyran-2-on compound thus obtained was 228 parts.

Sources & evidence

ORD record: ord-e7b8c92483eb449fac5d4c5c4d3b2292
Source dataset: uspto-grants-1996_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05482986

Reaction notes

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