Dihydroxyacetone → Methylglyoxal

HRID 1729703Notes

Reaction equation

HRID 1729703 reaction equation
[NH2:1][C:2]1[N:11]=[C:10]([NH2:12])[C:9]2[C:4](=[N:5][CH:6]=[C:7]([CH2:13]O)[N:8]=2)[N:3]=1.[OH:15][CH2:16][C:17]([CH2:19]O)=[O:18]>>[CH3:19][C:17]([CH:16]=[O:15])=[O:18].[NH2:1][C:2]1[N:11]=[C:10]([NH2:12])[C:9]2[C:4](=[N:5][CH:6]=[C:7]([CH3:13])[N:8]=2)[N:3]=1

Participants

4

Reactant 2

HCID 670DihydroxyacetoneHCID 703472,4-Diamino-6-hydroxymethylpteridine

Product 2

HCID 880MethylglyoxalHCID 2549162,4-Pteridinediamine, 6-methyl-

Procedure

The main disadvantage in the literature methods for the preparation of 2,4-diamino-6-hydroxymethylpteridine is the necessity to use a pure 1,3-dihydroxyacetone, free of methyl-glyoxal, which affords by condensation a considerable yield of 2,4-diamino-6-methylpteridine. Purification of 1,3-dihydroxyacetone is rather difficult, especially the final distillation under high vacuum.

Sources & evidence

ORD record
ord-94d05c2163b04a16b06d1936a2fcb1c4
Source dataset
uspto-grants-1976_11
Patent number
US03989703

Reaction notes

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