Hydrochloric Acid → Kasugamycin hydrochloride

HRID 1535060Notes

Reaction equation

[CH3:1][C@H:2]1[O:7][C@H:6]([O:8][C@@H:9]2[C@@H:14]([OH:15])[C@@H:13]([OH:16])[C@H:12]([OH:17])[C@H:11]([OH:18])[C@H:10]2[OH:19])[C@@H:5]([NH2:20])[CH2:4][C@@H:3]1[NH:21][C:22]([C:24]([OH:26])=[O:25])=[NH:23].[ClH:27]>>[CH3:1][C@H:2]1[O:7][C@H:6]([O:8][CH:9]2[C@@H:14]([OH:15])[C@@H:13]([OH:16])[CH:12]([OH:17])[C@H:11]([OH:18])[C@H:10]2[OH:19])[C@@H:5]([NH2:20])[CH2:4][C@@H:3]1[N:21]=[C:22]([NH2:23])[C:24]([OH:26])=[O:25].[ClH:27]

Participants

Reactant 2

HCID 313Hydrochloric Acid2×

HCID 178461616HCID 178461616, compound

Product 1

HCID 88045Kasugamycin hydrochloride

Procedure

The first two process steps are directed to the hydrolysis of kasugamycin with hydrochloric acid. First, a 30% weight per volume (w/v) solution of kasugamycin hydrochloride in 5 N HCl is produced, e.g., 225 grams of kasugamycin+700 ml of 5 N HCl, and the solution is heated and stirred to yield a clear solution. Second, the solution is heated for eight hours at 90° C. using a forced air oven or the like. The solution does not need to be agitated while it is heated for the eight hours. After the eight hours has expired, the solution will be brown in color.

Sources & evidence

ORD record: ord-1698029c67bc490293294233c8def6b6
Source dataset: uspto-grants-1992_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05091596

Reaction notes

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