Magnesium monoxide → HCID 22759130, compound

HRID 1076984Notes

Reaction equation

HRID 1076984 reaction equation
Cl[C:2]1[C:3]2CN(C([O-])=O)[CH2:17][C:16](=[O:23])[C:4]=2[CH:5]=[C:6]2[C:11]=1[NH:10][C:9]([C:12]([O-:14])=[O:13])=[CH:8][C:7]2=[O:15].OC([NH+]([C:30]([OH:33])([OH:32])O)C)(O)O.O[C:35]([NH+:38](C)C(O)(O)O)(O)O.[O-2].[Mg+2].[H][H]>[Pd].O>[O:23]=[C:16]1[C:4]2[C:3](=[CH:2][C:11]3[NH:10][C:9]([C:12]([OH:14])=[O:13])=[CH:8][C:7](=[O:15])[C:6]=3[CH:5]=2)[NH:38][C:35]([C:30]([OH:32])=[O:33])=[CH:17]1

Participants

6

Reactant 3

HCID 6850729Magnesium monoxideHCID 86733461HCID 86733461, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 22759130HCID 22759130, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

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

  1. customhas been absorbed
  2. filtrationThe mixture is filtered
  3. additionthe filtrate acidified by the addition of dilute hydrochloric acid
  4. customThe resulting precipitate is removed by filtration

Sources & evidence

ORD record
ord-9d242998723b4fb7a9a200599066c567
Source dataset
uspto-grants-1976_05
Patent number
US03959289

Reaction notes

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