3-Chloro-1,2-propanediol → HCID 20494294, compound

HRID 1075142Notes

Reaction equation

HRID 1075142 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5](=[O:8])[NH:6][CH:7]=1.Cl[CH2:10][CH:11]([OH:14])[CH2:12][OH:13]>C(O)C>[OH:14][CH:11]([CH2:12][OH:13])[CH2:10][N:4]1[CH:3]=[C:2]([Cl:1])[CH:7]=[N:6][C:5]1=[O:8]

Participants

4

Reactant 2

HCID 72903-Chloro-1,2-propanediolHCID 1085785-Chloro-2(1H)-pyrimidinone

Product 1

HCID 20494294HCID 20494294, compoundYield 32%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution prepared from 5-chloropyrimid-2-one (0.02 mol) potassium hydroxide (0.02 mol), and 3-chloro-1,2-propanediol (0.02 mol) in abs. ethanol (160 ml) was heated under reflux until neutral pH. The warm reaction mixture was filtered before concentration to a small volume at reduced pressure. The syrupy precipitate was partially crystallised on standing in the cold. The oily material was removed from the crystalline material by suction on a filter and the crystalline material recrystallised from acetonitrile, yield 32% m.p. 136°-138° C.; (Found: C, 41.15; H, 4.55; Calc. for C7H9ClN2O3 : C, 41.09; H, 4.43).

Workup

  1. temperatureunder reflux until neutral pH
  2. customThe warm reaction mixture
  3. filtrationwas filtered before concentration to a small volume at reduced pressure
  4. customThe syrupy precipitate was partially crystallised
  5. customThe oily material was removed from the crystalline material by suction on
  6. filtrationa filter
  7. customthe crystalline material recrystallised from acetonitrile, yield 32% m.p. 136°-138° C.

Sources & evidence

ORD record
ord-a6dc0aaa9f094bffbe6d0e51886e102c
Source dataset
uspto-grants-1983_07
Patent number
US04395406

Reaction notes

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