Nitric Acid → HCID 86588305, compound

HRID 1007080Notes

Reaction equation

HRID 1007080 reaction equation
[CH3:1][C:2]1([CH3:24])[S:6][C@@H:5]2[C@H:7]([NH:10][C:11]([C@H:13]([NH2:20])[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)=[O:12])[C:8](=[O:9])[N:4]2[C@H:3]1[C:21]([OH:23])=[O:22].O1CCCC1.[N+:30]([O-:33])([OH:32])=[O:31]>C(#N)C>[CH3:1][C:2]1([CH3:24])[S:6][C@@H:5]2[C@H:7]([NH:10][C:11]([C@H:13]([NH2:20])[C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[O:12])[C:8](=[O:9])[N:4]2[C@H:3]1[C:21]([OH:23])=[O:22].[N+:30]([O-:33])([O-:32])=[O:31]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 6249AmpicillinHCID 8028Tetrahydrofuran

Product 1

HCID 86588305HCID 86588305, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

The compound is prepared startaing from an Ampicillin solution (2 g, 5.72 rmoles) in a mixture formed by acetonitrile (30 ml) and tetrahydrofuran (20 ml), by adding a 65% nitric acid solution (0.450 ml) in acetonitrile (5 ml) and following the procedure reported in Example 5. Ampicillin nitrate as amorphous solid is obtained. Yield 55%.

Sources & evidence

ORD record
ord-0f959745bcf34a61bb1ec65e48641842
Source dataset
uspto-grants-2004_09
Patent number
US06794372B2

Reaction notes

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