Tri-hydroxymethylaminomethane → HCID 86733462, compound
Reaction equation
O=[C:2]1[C:11]2[C:6](=[CH:7][C:8]3[NH:15][C:14]([C:16]([O-:18])=[O:17])=[CH:13][C:12](=O)[C:9]=3[CH:10]=2)[NH:5][C:4]([C:20]([O-:22])=[O:21])=[CH:3]1.[OH:23][C:24]([NH+:27]([C:29]([OH:32])([OH:31])[OH:30])[CH3:28])([OH:26])[OH:25].[OH:33][C:34]([NH+:37]([CH3:42])[C:38]([OH:41])([OH:40])[OH:39])([OH:36])[OH:35].OC(NC)(O)O>>[N:5]1[C:6]2[C:11](=[CH:10][C:9]3[CH:12]=[CH:13][C:14]([C:16]([O-:18])=[O:17])=[N:15][C:8]=3[CH:7]=2)[CH:2]=[CH:3][C:4]=1[C:20]([O-:22])=[O:21].[OH:23][C:24]([NH+:27]([C:29]([OH:32])([OH:31])[OH:30])[CH3:28])([OH:26])[OH:25].[OH:33][C:34]([NH+:37]([CH3:42])[C:38]([OH:41])([OH:40])[OH:39])([OH:36])[OH:35]Participants
Procedure
To a solution of 5 gm. of di(tris-hydroxymethyl) methylammonium 10-chloro-1,4,6,9-tetrahydro-4,6-dioxopyrido[4,3-g]quinoline-2,8-dicarboxylate in 100 ml. of water is added 2.0 g. of 5% palladium-on-charcoal catalyst and 5.0 g. of magnesium oxide. The resulting mixture is hydrogenated at an initial pressure of 3 atmospheres of hydrogen until 1 mole of hydrogen has been absorbed. The mixture is filtered and the filtrate acidified by the addition of dilute hydrochloric acid. The resulting precipitate is removed by filtration. The 1,4,6,9-tetrahydro-4,6-dioxopyrido[3,2-g]quinoline-2,8-dicarboxylic acid obtained is converted to di(tris-hydroxymethyl)methylammonium 1,4,6,9-tetrahydro-4,6-dioxopyrido[3,2-g]quinoline-2,8-dicarboxylate by adding two equivalents of (tris-hydroxymethyl)methylamine in aqueous solution. The crystalline product is recovered after addition of methanol.
Workup
- customThe crystalline product is recovered
- additionafter addition of methanol
Sources & evidence
- ORD record
- ord-a58ffb6992aa49418c7b95842c64aa20
- Source dataset
- uspto-grants-1976_05
- Patent number
- US03959289
Reaction notes
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