2,2-Dimethyl-1,3-dioxane-4,6-dione → HCID 59333865, compound

HRID 1616733Notes

Reaction equation

HRID 1616733 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH2:14])[C:6](=[CH:10][C:11]=1[O:12][CH3:13])[C:7]([OH:9])=[O:8].CC1(C)O[C:21](=[O:22])[CH2:20][C:18](=[O:19])[O:17]1>C1(C)C=CC=CC=1>[C:18]([CH2:20][C:21]([NH:14][C:5]1[CH:4]=[C:3]([O:2][CH3:1])[C:11]([O:12][CH3:13])=[CH:10][C:6]=1[C:7]([OH:9])=[O:8])=[O:22])([OH:19])=[O:17]

Participants

4

Reactant 2

HCID 162492,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 797364,5-Dimethoxyanthranilic acid

Product 1

HCID 59333865HCID 59333865, compoundYield 98.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4,5-Dimethoxyanthranilic acid (0.50 g, 2.5 mmol) was added to a solution of Meldrum's acid (0.42 g, 2.9 mmol) in toluene (5.0 mL) and treated according to Procedure 1. 2-[(Carboxyacetyl)amino]-4,5-dimethoxybenzoic acid (0.70 g, 97%) was obtained as a brown solid; δH (400 MHz, DMSO-d6) 3.43 (br s, 2H, CH2), 3.75 (s, 3H, OCH3), 3.79 (s, 3H, OCH3), 7.42 (s, 1H, H3), 8.24 (s, 1H, H6), 11.40 (s, 1H, NH).

Workup

  1. additiontreated

Sources & evidence

ORD record
ord-6cd4b70974eb40f1aa6c9620b1a82d1d
Source dataset
uspto-grants-2014_07
Patent number
US08765812B2

Reaction notes

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