ChemicalBook CAS DataBase List 2-Chloro-4-ethoxypyrimidine

2-Chloro-4-ethoxypyrimidine synthesis

4synthesis methods

Product Name:2-Chloro-4-ethoxypyrimidine
CAS Number:83774-09-8
Molecular formula:C6H7ClN2O
Molecular Weight:158.59

3934-20-1 Synthesis

3934-20-1
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83774-09-8
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$130.00/100mg

Yield:83774-09-8 75%

Reaction Conditions:

with NaOEt

Steps:

2.a (a)

(a) 2-Chloro-4-ethoxypyrimidine To a solution of 2,4-dichloropyrimidine (Aldrich, 10.0 g, 67.12 mmol) in abs. EtOH (120 mL) at -3° C. under nitrogen atmosphere was slowly added (over 2 hours) 1M NaOEt/EtOH (68 mL, 68 mmol) and the resulting mixture stirred for 1 hour. Solvent was evaporated in vacuo and the residue partitioned between H₂ O and Et₂ O. The aqueous phase was extracted with Et₂ O and the combined organic phase was washed with brine, dried (Na₂ SO₄) and evaporated (water aspirator pump, 35° C.). The resulting residue was filtered and washed with petroleum ether to provide the desired product (8.05 g, 75%) as a yellowish solid: mp 30-31° C. (lit. 35° C.); ¹ H NMR (CDCl₃): δ 1.40 (t, J=7.2 Hz, 3H), 4.44 (quartet, J=7.2 Hz, 2H), 6.62 (d, J=5.7 Hz, 1H), 8.27 (d, J=5.7 Hz, 1H); MS m/z 161 (M+3, 34%), 159 (M+1, 100%). Anal. Calcd. for C₆ H₇ ClN₂ O: C, 45.44; H, 4.45; N, 17.66; Cl, 22.36. Found: C, 45.32; H, 4.41; N, 17.60; Cl, 22.43.