Benzylcarbonyl化合物とFormamideとの反応.VIII.m-位にMethyl基を有するα-Acylphenylacetonitrileの反応

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概要

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• Heating of α-acyl-3-methylphenylacetonitriles (IIa, b, c) or α-acyl-3,5-dimethylphenylacetonitriles (VIIa, b, c) with POCl_3 and HCONH_2 give following results. α-Formyl derivatives (IIa, VIIa) afforded 4-amino-5-arylpyrimidines (IIIa, VIIIa) and β-formylamido-α-arylacrylonitriles (Va, Xa). Under more drastic condition, Xa did not give an isoquinoline (XII) or a pyrimidine (VIIIa), but produced β, β'-iminodi-α-(3,5-dimethylphenyl) acrylonitrile (XI). From α-acetyl derivatives (IIb, VIIb), 4-amino-5-aryl-6-methylpyrimidines (IIIb, VIIIb) were obtained. α-Benzoyl derivatives (IIc, VIIc) gave 4-amino-5-aryl-6-phenylpyrimidines (IIIc, VIIIc) and β-amino-α-arylcinnamonitriles (IVc, IXc). IVc, and IXc are intermediates of the pyrimidines (IIIc, VIIIc), because they respectively gave IIIc and VIIIc under more drastic conditions.

• 社団法人日本薬学会の論文
• 1972-10-25

著者

• 松村 隆文

  Toyo Jozo Co. Ltd.

• 廣田 喬

  Faculty Of Pharmaceutical Sciences Okayama University

• 小山 鷹二

  岡山大学医学部附属病院薬剤部

• 大和 正利

  Faculty Of Pharmaceutical Sciences Okayama University

• 廣田 喬

  岡山大学医学部薬学科

• 松村 隆文

  熊本大学薬学部

• 大和 正利

  第一薬科大学

• 小山 鷹二

  岡山大学医学部付属病院薬剤部

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