Hydrochloric Acid → 4,6-Diaminoresorcinol Dihydrochloride
Reaction equation
C([O:8][C:9]1[C:14]([N+:15]([O-])=O)=[CH:13][C:12]([N+:18]([O-])=O)=[C:11]([O:21]CC2C=CC=CC=2)[CH:10]=1)C1C=CC=CC=1.[ClH:29]>>[ClH:29].[ClH:29].[NH2:15][C:14]1[CH:13]=[C:12]([NH2:18])[C:11]([OH:21])=[CH:10][C:9]=1[OH:8]Participants
Procedure
An essential point for carrying out the process according to the invention is that the 1,3-dibenzyloxy-4,6-dinitrobenzene is reacted in a two-phase mixture in dilute aqueous hydrochloric acid and an organic solvent, which is immiscible or miscible only to a limited extent with dilute aqueous hydrochloric acid, at normal or elevated pressure and normal or elevated temperature by catalytic hydrogenation, preferably catalytic pump hydrogenation, to give 4,6-diamino-resorcinol dihydrochloride. In a preferred embodiment, a solution of the suspension of 1,3-dibenzyloxy-4,6-dinitrobenzene in an organic solvent is pumped under hydrogenation conditions into a hydrogenation autoclave, into which a suspension of the noble metal catalyst in dilute aqueous hydrochloric acid or an aqueous solution of 4,6-diamino-resorcinol dihydrochloride containing hydrochloric acid has been introduced beforehand under H2 pressure.
Sources & evidence
- ORD record
- ord-b2c22c536ba14cf2810fecfdb244eac6
- Source dataset
- uspto-grants-2000_07
- Patent number
- US06093852
Reaction notes
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