Dimethylformamide → 6-Chloro-1,3-diethyl-5-formyluracil

HRID 1165776Notes

Reaction equation

HRID 1165776 reaction equation
[CH2:1]([N:3]1[C:10](=[O:11])[CH2:9][C:7](=O)[N:6]([CH2:12][CH3:13])[C:4]1=[O:5])[CH3:2].CN(C)[CH:16]=[O:17].P(Cl)(Cl)([Cl:21])=O>>[Cl:21][C:7]1[N:6]([CH2:12][CH3:13])[C:4](=[O:5])[N:3]([CH2:1][CH3:2])[C:10](=[O:11])[C:9]=1[CH:16]=[O:17]

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 24813Phosphorus oxychlorideHCID 1228891,3-Diethylbarbituric acid

Product 1

HCID 126779796-Chloro-1,3-diethyl-5-formyluracil

Procedure

To a solution of 1,3-diethylbarbituric acid (61 g) in phosphorus oxychloride (224 ml) was added dimethylformamide (35 ml) with stirring at room temperature and then the reaction solution was refluxed for 3.5 hr. The solution was concentrated to dryness to give an oil. The oil was poured into ice-water to give crystals, 6-chloro-1,3-diethyl-5-formyluracil (64 g), m.p. 88°-89° C.

Workup

  1. temperaturethe reaction solution was refluxed for 3.5 hr
  2. concentrationThe solution was concentrated to dryness
  3. customto give an oil

Sources & evidence

ORD record
ord-e203105119c94901bb1ddb08b97df94c
Source dataset
uspto-grants-1990_03
Patent number
US04912104

Reaction notes

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