3-Chloro-1,2-propanediol → AC1MUDJS

HRID 1762555Notes

Reaction equation

HRID 1762555 reaction equation
[CH3:1][N:2]1[C:10]2[N:9]=[CH:8][NH:7][C:6]=2[C:5](=[O:11])[NH:4][C:3]1=[O:12].[H-].[Na+].Cl[CH2:16][CH:17]([OH:20])[CH2:18][OH:19]>CN(C)C=O>[OH:20][CH:17]([CH2:18][OH:19])[CH2:16][N:7]1[C:6]2[C:5](=[O:11])[NH:4][C:3](=[O:12])[N:2]([CH3:1])[C:10]=2[N:9]=[CH:8]1

Participants

5

Reactant 3

HCID 72903-Chloro-1,2-propanediolHCID 24758Sodium hydrideHCID 706393-Methylxanthine

Product 1

HCID 3616685AC1MUDJS

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Conditions

Temperature
110 °C

Procedure

83 g (0.5 mol) of 3-methylxanthine are dissolved in 1250 ml of dimethylformamide, and 12 g (0.5 mol) of sodium hydride are added in portions at room temperature, while stirring. Stirring is continued for 30 minutes, after which 55.3 g (0.5 mol) of 1-chloro-2,3-propanediol in 100 ml of dimethylformamide are added dropwise and the mixture is heated for 18 hours at 110° C., while stirring. Working up is carried out as described in Example 55a).

Workup

  1. stirringStirring
  2. stirringwhile stirring

Sources & evidence

ORD record
ord-48de970be0dd4fdd8fe52f272b4c9ad9
Source dataset
uspto-grants-1989_05
Patent number
US04833146

Reaction notes

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