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Acetone → Anthrone

HRID 358435
Notes
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Reaction equation

HRID 358435 reaction equation
[CH2:1]1[C@@H:6](O)[C@H:5](O)[C@@H:4]([O:9][C@@H:10]2[O:14][C@H](CO)[C@@H](O[C@H]3O[C@@H](CN)[C@@H](O)[C@H](O)[C@H]3N)[C@H:11]2[OH:29])[C@H:3]([O:30][C@H]2O[C@H](CN)[C@@H](O)[C@H](O)[C@H]2N)[C@H:2]1N.[CH2:43](O)[CH3:44].[CH3:46][C:47]([CH3:49])=O.[CH2:50]([OH:54])[CH2:51][CH2:52][CH3:53]>O.CO>[CH:47]1[CH:49]=[C:51]2[C:50]([C:10]([OH:14])([OH:9])[C:11](=[O:29])[C:52]2=[CH:53][CH:46]=1)=[O:54].[CH:50]1[C:4]2[C:3](=[O:30])[C:2]3[C:1](=[CH:46][CH:47]=[CH:43][CH:44]=3)[CH2:6][C:5]=2[CH:53]=[CH:52][CH:51]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

8

Reactant 4

HCID 180AcetoneHCID 2631-ButanolHCID 702EthanolHCID 13423453CID 13423453

Product 2

HCID 7018AnthroneHCID 10236Ninhydrin

Reagents, catalysts & solvents 2

HCID 887
Methanol
Solvent
HCID 962WaterSolvent

Procedure

The sulfates of Bu-2659 components are freely soluble in water, slightly soluble in methanol and ethanol but practically insoluble in n-butanol, acetone and other organic solvents. They give positive reactions with ninhydrin and anthrone reagents, but are negative in the Tollens, Fehling and Sakaguchi reactions. The thin layer chromatograms (TLC) of the Bu-2659 components are shown in Table 4 compared with those of neomycin, paromomycin and ribostamycin.

Sources & evidence

ORD record
ord-7d3d7c2f18974a12bc042b97e0b1f425
Source dataset
uspto-grants-1984_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04468386

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes