Acetic Anhydride → HCID 13375747, compound

HRID 745858Notes

Reaction equation

HRID 745858 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:22]=[CH:21][C:8]([C:9]2[O:10][C:11]3[C:16]([C:17](=[O:19])[CH:18]=2)=[CH:15][CH:14]=[C:13]([NH2:20])[CH:12]=3)=[CH:7][CH:6]=1)=[O:4].[C:23](OC(=O)C)(=[O:25])[CH3:24]>N1C=CC=CC=1>[C:23]([NH:20][C:13]1[CH:12]=[C:11]2[C:16]([C:17](=[O:19])[CH:18]=[C:9]([C:8]3[CH:21]=[CH:22][C:5]([C:3]([O:2][CH3:1])=[O:4])=[CH:6][CH:7]=3)[O:10]2)=[CH:15][CH:14]=1)(=[O:25])[CH3:24]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 13375741Methyl 4-(7-amino-4-oxo-4H-1-benzopyran-2-yl)benzoate

Product 1

HCID 13375747HCID 13375747, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The mixture consisting of 2 g of 7-amino-4'-flavonecarboxylic acid methyl ester thus prepared, 30 cc of pyridine, 15 cc of acetic anhydride is heated at 40° for 2 hours with stirring. Completion of the reaction is verified by thin-layer chromatography (benzene (90)-dioxane (25)-acetic acid (4) elution solvent). The reaction mixture is poured in 500 cc of ice water. The solid that is formed is filtered, washed with water and dried by formation of an azeotropic system with benzene. Yield 56%.

Workup

  1. customthus prepared
  2. washCompletion of the reaction is verified by thin-layer chromatography (benzene (90)-dioxane (25)-acetic acid (4) elution solvent)
  3. additionThe reaction mixture is poured in 500 cc of ice water
  4. customThe solid that is formed
  5. filtrationis filtered
  6. washwashed with water
  7. dry with materialdried by formation of an azeotropic system with benzene

Sources & evidence

ORD record
ord-28fef8f2632941ecb0692a34853bb060
Source dataset
uspto-grants-1986_07
Patent number
US04600788

Reaction notes

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