Anthranilic Acid → 2-[(2-Oxo-2H-chromen-6-ylmethyl)-amino]-benzoic acid

HRID 1663073Notes

Reaction equation

HRID 1663073 reaction equation
[C:1]([OH:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[NH2:4].[O:11]1[C:21]2[C:16](=[CH:17][C:18]([CH:22]=O)=[CH:19][CH:20]=2)[CH:15]=[CH:14][C:12]1=[O:13]>>[O:13]=[C:12]1[CH:14]=[CH:15][C:16]2[C:21](=[CH:20][CH:19]=[C:18]([CH2:22][NH:4][C:3]3[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=3[C:1]([OH:10])=[O:9])[CH:17]=2)[O:11]1

Participants

3

Reactant 2

HCID 227Anthranilic AcidHCID 27358312-oxo-2H-chromene-6-carbaldehyde

Product 1

HCID 589898842-[(2-Oxo-2H-chromen-6-ylmethyl)-amino]-benzoic acid

Procedure

Prepared by a similar procedure as described for preparation 1A, starting from anthranilic acid and coumarin-6-carboxaldehyde (Matrix). 13C-NMR (DMSO-d6) δ 169.9, 159.9, 152.5, 150.4, 144.1, 135.8, 134.3, 131.7, 130.7, 126.4, 118.6, 116.4, 116.3, 114.6, 111.6, 110.5, 45.0.

Workup

  1. customPrepared by a similar procedure

Sources & evidence

ORD record
ord-b68f732738df46c386a0f47a389bc6e0
Source dataset
uspto-grants-2011_10
Patent number
US08034811B2

Reaction notes

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