Butylethylamine → HCID 21912249, compound

HRID 1831617Notes

Reaction equation

HRID 1831617 reaction equation
[CH3:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[C:4]([Cl:9])[N:3]=1.[CH2:10]([NH:14][CH2:15][CH3:16])[CH2:11][CH2:12][CH3:13]>C(#N)C.O>[CH2:10]([N:14]([C:6]1[CH:5]=[C:4]([Cl:9])[N:3]=[C:2]([CH3:1])[N:7]=1)[CH2:15][CH3:16])[CH2:11][CH2:12][CH3:13]

Participants

5

Reactant 2

HCID 25914ButylethylamineHCID 2349974,6-Dichloro-2-methylpyrimidine

Product 1

HCID 21912249HCID 21912249, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

A mixture of 2-methyl-4,6-dichloro-pyrimidine (1.63 g, 10 mmol) in 5 ml of acetonitrile was treated with N-butyl-ethyl-amine (2.000 g, 20 mmol) and heated at reflux for 0.5 hours. The mixture was cooled, diluted with water and extracted with ethyl acetate. The organic layer was washed with brine, dried and concentrated to give 2.271 g (100%) of title compound as a light-brown oil. 1H NMR (CDCl3) δ 0.93 (t, 3H), 1.13 (t, 3H), 1.22–1.36 (m, 2H), 1.45–1.6 (m, 2H), 2.43 (s, 3H), 3.25–3.60 (m, 4H), 6.15 (s, 1H) ppm.

Workup

  1. temperatureheated
  2. temperatureat reflux for 0.5 hours
  3. temperatureThe mixture was cooled
  4. extractionextracted with ethyl acetate
  5. washThe organic layer was washed with brine
  6. customdried
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-db7bfaf34eb54fa187c22a03ae211adb
Source dataset
uspto-grants-2006_06
Patent number
US07067664B1

Reaction notes

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