Glutaric anhydride → 6-Amidino-2-naphthyl 5-(4-carboxybutyrylaminomethyl)furan-2-carboxylate hydrochloride

HRID 1734106Notes

Reaction equation

HRID 1734106 reaction equation
[ClH:1].Cl.[NH2:3][CH2:4][C:5]1[O:9][C:8]([C:10]([O:12][C:13]2[CH:22]=[CH:21][C:20]3[C:15](=[CH:16][CH:17]=[C:18]([C:23](=[NH:25])[NH2:24])[CH:19]=3)[CH:14]=2)=[O:11])=[CH:7][CH:6]=1.[C:26]1(=[O:33])[O:32][C:30](=[O:31])[CH2:29][CH2:28][CH2:27]1.C([O-])(=O)C.[Na+]>CN(C=O)C>[ClH:1].[C:30]([CH2:29][CH2:28][CH2:27][C:26]([NH:3][CH2:4][C:5]1[O:9][C:8]([C:10]([O:12][C:13]2[CH:22]=[CH:21][C:20]3[C:15](=[CH:16][CH:17]=[C:18]([C:23](=[NH:24])[NH2:25])[CH:19]=3)[CH:14]=2)=[O:11])=[CH:7][CH:6]=1)=[O:33])([OH:32])=[O:31]

Participants

5

Reactant 3

HCID 7940Glutaric anhydrideHCID 517045Sodium AcetateHCID 223988156-Amidino-2-naphthyl 5-aminomethylfuran-2-carboxylate dihydrochloride

Product 1

HCID 98254776-Amidino-2-naphthyl 5-(4-carboxybutyrylaminomethyl)furan-2-carboxylate hydrochloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
20 °C

Procedure

To 8 g of 6-amidino-2-naphthyl 5-aminomethyl-furan-2-carboxylate dihydrochloride, 3.6 g of glutaric anhydride and 1.72 g of anhydrous sodium acetate was added 50 ml of DMF, and the resulting mixture was stirred at 20° C. for 20 hours.

Sources & evidence

ORD record
ord-4c6db2b0b6b546b5b2cbb51fc5bfd836
Source dataset
uspto-grants-1996_07
Patent number
US05532267

Reaction notes

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