Hydrochloric Acid → 3-Butyl-5-chloro-6-(trifluoromethyl)-2,4(1H,3H)-pyrimidinedione

HRID 1576491Notes

Reaction equation

HRID 1576491 reaction equation
[CH2:1]([N:5]1[C:10](=[O:11])[CH:9]=[C:8]([C:12]([F:15])([F:14])[F:13])[NH:7][C:6]1=[O:16])[CH2:2][CH2:3][CH3:4].[Cl:17][O-].[Na+].Cl>>[Cl:17][C:9]1[C:10](=[O:11])[N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[C:6](=[O:16])[NH:7][C:8]=1[C:12]([F:15])([F:13])[F:14]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 21824418HCID 21824418, compoundHCID 23665760Sodium Hypochlorite

Product 1

HCID 215107853-Butyl-5-chloro-6-(trifluoromethyl)-2,4(1H,3H)-pyrimidinedione

Procedure

3-n-butyl-6-(trifluoromethyl)uracil (1.0 g.) was dissolved in 15 ml. of 5.25% sodium hypochlorite solution and allowed to stand at room temperature for 1 hour. The suspension which was present was acidified to pH 1 with hydrochloric acid and the solid removed by filtration. After purification by chromatography and recrystallization from cyclohexane, the product had a melting point of 138°-139°C.

Workup

  1. customthe solid removed by filtration
  2. customAfter purification
  3. customby chromatography and recrystallization from cyclohexane

Sources & evidence

ORD record
ord-d7534567bd8743b68c3f4db57ea5f622
Source dataset
uspto-grants-1976_09
Patent number
US03981715

Reaction notes

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