Hydrochloric Acid → 5-Chlorouracil

HRID 1065519Notes

Reaction equation

HRID 1065519 reaction equation
Cl.[Cl:2][C:3]1(C(OC)=O)[CH:8](O)[NH:7][C:6](=[O:10])[NH:5][C:4]1=[O:11]>>[Cl:2][C:3]1[C:4](=[O:11])[NH:5][C:6](=[O:10])[NH:7][CH:8]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 12890662Methyl 5-chloro-6-hydroxy-1,2,3,4,5,6-hexahydro-2,4-dioxopyrimidine-5-carboxylate

Product 1

HCID 157585-Chlorouracil

Procedure

In 15 ml. of concentrated hydrochloric acid, 345 mg. of methyl 5-chloro-6-hydroxy-1,2,3,4,5,6-hexahydro-2,4-dioxopyrimidine-5-carboxylate is heated under reflux for 15 hours. The reaction mixture is cooled with ice, whereupon 92 mg. of 5-chlorouracil is obtained as colorless prisms.

Workup

  1. temperatureunder reflux for 15 hours
  2. temperatureThe reaction mixture is cooled with ice, whereupon 92 mg

Sources & evidence

ORD record
ord-38903b307ce349258b3a3861a9e96bb1
Source dataset
uspto-grants-1982_05
Patent number
US04329460

Reaction notes

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