1-Butanol → HCID 13067039, compound

HRID 1759195Notes

Reaction equation

HRID 1759195 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.C(O)CCC.[NH2:14][CH2:15][CH2:16][CH2:17][OH:18]>O>[Cl:1][C:2]1[N:7]=[C:6]([NH:14][CH2:15][CH2:16][CH2:17][OH:18])[CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 2631-ButanolHCID 90863-Amino-1-propanolHCID 775312,4-Dichloropyrimidine

Product 1

HCID 13067039HCID 13067039, compoundYield 49.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

2,4-Dichloropyrimidine (4.5 g, 0.03 m) in an n-butanol (50 ml)-water (50 ml) mixture is reacted with 3-amino-1-propanol (4.5 g, 0.06 m) following the procedure of Example 1. After stirring at room temperature for 24 hours, water (200 ml) is added, the mixture is extracted with methylene chloride (3×200 ml), the combined organic extracts are washed well with water, dried, and concentrated. Recrystallization of the solid residue from methylene chloride/hexane yields 2.8 g of 2-chloro-4-(3-hydroxypropylamino)pyrimidine, m.p. 113°-114° C.

Workup

  1. extractionthe mixture is extracted with methylene chloride (3×200 ml)
  2. washthe combined organic extracts are washed well with water
  3. customdried
  4. concentrationconcentrated
  5. customRecrystallization of the solid residue from methylene chloride/hexane

Sources & evidence

ORD record
ord-ed3a327830234276baa700bfafeac097
Source dataset
uspto-grants-1982_07
Patent number
US04339453

Reaction notes

Loading…