Malic Acid → HCID 178507297, compound

HRID 1828259Notes

Reaction equation

HRID 1828259 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([NH2:8])[N:3]=1.C(O)(=O)[CH:10]([CH2:12][C:13](O)=O)[OH:11].[S:18](=[O:22])(=[O:21])([OH:20])[OH:19]>>[S:18](=[O:20])(=[O:19])([OH:22])[OH:21].[NH2:1][C:2]1[CH:7]=[CH:6][C:5]2[C:4](=[N:8][C:10]([OH:11])=[CH:12][CH:13]=2)[N:3]=1

Participants

4

Reactant 3

HCID 525Malic AcidHCID 1118Sulfuric AcidHCID 88612,6-Diaminopyridine

Product 1

HCID 178507297HCID 178507297, compound

Procedure

In step 1 of the method, commercially available 2,6-diaminopyridine (e.g., Aldrich, Milwaukee, Wis.) is reacted with malic acid in sulfuric acid to provide 2-amino-7-hydroxy-1,8-naphthyridine sulfuric acid salt. It is noted that 2-amino-7-hydroxy-1,8-naphthyridine free base is described in S. Carboni et al., Gazz. Chim. Ital., 95, 1498 (1965).

Sources & evidence

ORD record
ord-481b4c1efa72411c8db1b72cc4bc5f31
Source dataset
uspto-grants-2006_06
Patent number
US07057047B2

Reaction notes

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