1-Butanol → HCID 13067038, compound

HRID 1759192Notes

Reaction equation

HRID 1759192 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.C(O)CCC.[CH2:14]([NH2:26])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]>O>[Cl:1][C:2]1[N:7]=[C:6]([NH:26][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 2631-ButanolHCID 13583DodecylamineHCID 775312,4-Dichloropyrimidine

Product 1

HCID 13067038HCID 13067038, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a well-stirred slurry of 2,4-dichloropyrimidine (27.0 g, 0.18 m) and n-butanol (150 ml) is added 150 ml of water followed immediately by n-dodecylamine (67.2 g, 0.36 m). The clear solution obtained after a short time gradually clouds as the product precipitates. After allowing to stir about 40 hours, the mixture is filtered, the semi-dry cake is flushed several times with small portions of water, washed twice with water and finally sucked dry to yield 29.2 g (64%) of 2-chloro-4-(n-dodecylamino)pyrimidine, m.p. 80°-82° C.

Workup

  1. customThe clear solution obtained after a short time
  2. customprecipitates
  3. filtrationthe mixture is filtered
  4. customthe semi-dry cake is flushed several times with small portions of water
  5. washwashed twice with water
  6. customfinally sucked dry

Sources & evidence

ORD record
ord-eeca83d47bbd457ebfb93f97461538e4
Source dataset
uspto-grants-1982_07
Patent number
US04339453

Reaction notes

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