Hexylamine → 6-Chloro-N4-hexyl-2,4-pyrimidinediamine

HRID 1635765Notes

Reaction equation

HRID 1635765 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4](Cl)[N:3]=1.[CH2:10]([NH2:16])[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]>C(O)C.O>[NH2:1][C:2]1[N:3]=[C:4]([NH:16][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[CH:5]=[C:6]([Cl:8])[N:7]=1

Participants

5

Reactant 2

HCID 8102Hexylamine2×HCID 655222-Amino-4,6-dichloropyrimidine

Product 1

HCID 111837886-Chloro-N4-hexyl-2,4-pyrimidinediamineYield 62%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

50 g of 2-amino-4,6-dichloropyrimidine were suspended in 350 ml of absolute ethanol in a reactor. 181.5 ml of hexylamine (reagent A) were added in a single portion and the mixture was refluxed for 3 h. The medium was evaporated under vacuum. The oil obtained was taken up in 600 ml of water with stirring for 1 h, 30 min. The precipitate was filtered off, washed and dried in a heated desiccator. 43.5 g of the expected compound were thus obtained, for a yield of 62%.

Workup

  1. temperaturethe mixture was refluxed for 3 h
  2. customThe medium was evaporated under vacuum
  3. customThe oil obtained
  4. filtrationThe precipitate was filtered off
  5. washwashed
  6. customdried in a heated desiccator

Sources & evidence

ORD record
ord-29e605362eb04f1fbc3b6fc3aa351752
Source dataset
uspto-grants-2003_01
Patent number
US06511659B2

Reaction notes

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