ChemicalBook CAS DataBase List ETHOSUXIMIDE

ETHOSUXIMIDE synthesis

4synthesis methods

Product Name:ETHOSUXIMIDE
CAS Number:77-67-8
Molecular formula:C7H11NO2
Molecular Weight:141.17

Ethosuximide, 3-ethyl-3-methypyrrolidine-2,5-dione (9.3.4) is synthesized from methylethylketone and cyanoacetic ester, which are condensed in Knoevanagel reaction conditions. Then hydrogen cyanide is added to the resulting product (9.3.1). After acidic hydrolysis and decarboxylation of synthesized dinitrile (9.3.2), 2-methyl-2-ethylsuccinic acid (9.3.3) is formed. Reacting this product with ammonia gives the diammonium salt, and heterocyclization into the ethosuximide (9.3.4) takes place during subsequent heating [8,9].

2-Pyrrolidinone, 4-ethyl-5-hydroxy-1-[(4-methoxyphenyl)methyl]-4-methyl-3-(methylthio)-

166324-34-1
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77-67-8
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Yield:-

Steps:

Multi-step reaction with 3 steps
1: 58 percent / Raney nickel (W-2) / ethanol / 3 h / Heating
2: 56 percent / pyridinium chlorochromate / CH₂Cl₂ / 2 h / Ambient temperature
3: 47 percent / cerium(IV) ammonium nitrate / acetonitrile; H₂O / 1 h / Ambient temperature

References:

Ishibashi, Hiroyuki;Nakaharu, Tohru;Nishimura, Masako;Nishikawa, Atsuko;Kameoka, Chisato;Ikeda, Masazumi [Tetrahedron,1995,vol. 51,# 10,p. 2929 - 2938]

631-31-2
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77-67-8
168 suppliers
$9.00/100mg

References

2,5-Pyrrolidinedione, 3-ethyl-1-[(4-methoxyphenyl)methyl]-3-methyl-

166324-36-3
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77-67-8
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$9.00/100mg

References

2-Pyrrolidinone, 4-ethyl-5-hydroxy-1-[(4-methoxyphenyl)methyl]-4-methyl-

166324-35-2
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inquiry

77-67-8
168 suppliers
$9.00/100mg

References

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ETHOSUXIMIDE synthesis

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