1-Butanol → HCID 178458304, compound

HRID 363360Notes

Reaction equation

HRID 363360 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6](Cl)[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][CH2:16][CH2:17][CH3:18])[N:3]=1.C([OH:23])CCC>Cl.O>[Cl:1][C:2]1[CH:7]=[C:6]([OH:23])[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][CH2:16][CH2:17][CH3:18])[N:3]=1

Participants

5

Reactant 2

HCID 2631-ButanolHCID 15541150HCID 15541150, compound

Product 1

HCID 178458304HCID 178458304, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

A stirred solution of 4,6-dichloro-2-(2-propoxyphenyl)pyrimidine (16.68 g) in concentrated hydrochloric acid (40 ml), n-butanol (80 ml) and water (40 ml) was heated under reflux for 3 hours. The cooled reaction mixture was evaporated under reduced pressure to yield a residue which was washed with water and diethyl ether and recrystallized from isopropanol to yield the title compound, 8.46 g, m.p. 115.5°-116.5° C. A sample (1 g) of this material was recrystallized twice from isopropanol to yield the pure title compound, 0.42 g, m.p. 118°-118.5° C.

Workup

  1. temperatureunder reflux for 3 hours
  2. customThe cooled reaction mixture
  3. customwas evaporated under reduced pressure
  4. customto yield a residue which
  5. washwas washed with water and diethyl ether
  6. customrecrystallized from isopropanol

Sources & evidence

ORD record
ord-570f3e9fbbd34f048d17dac79518e4c9
Source dataset
uspto-grants-1999_02
Patent number
US05874440

Reaction notes

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