2-Amino-6-methoxybenzoic Acid → 5-Methoxy-2H-3,1-benzoxazine-2,4(1H)-dione

HRID 2279798Notes

Reaction equation

HRID 2279798 reaction equation
F[C:2]1[C:11]2[C:10](=[O:12])[O:9][C:8](=[O:13])[NH:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.NC1C=CC=C(OC)C=1[C:17](O)=[O:18]>>[CH3:17][O:18][C:2]1[C:11]2[C:10](=[O:12])[O:9][C:8](=[O:13])[NH:7][C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 27353572-Amino-6-methoxybenzoic AcidHCID 27830576-Fluoroisatoic anhydride

Product 1

HCID 107502955-Methoxy-2H-3,1-benzoxazine-2,4(1H)-dione

Procedure

Prepared analogously to Compound 27E replacing 2-amino-6-fluorobenzoic acid with 2-amino-6-methoxybenzoic acid. 1H NMR (DMSO-d6, 500 MHz) δ 3.87 (s, 3H), 6.64 (d, J=8.6 Hz, 1H), 6.81 (d, J=8.6 Hz, 1H), 7.65 (m, 1H), 11.59 (br.s, 1H).

Sources & evidence

ORD record
ord-bdf30d15f6264a48930e0ddc1ae200f0
Source dataset
uspto-grants-2015_09
Patent number
US09133224B2

Reaction notes

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