Title:
PRODUCTION OF CYCLIC THIOAMIDES
Document Type and Number:
Japanese Patent JP3566175
Kind Code:
B2
Abstract:
PROBLEM TO BE SOLVED: To obtain cyclic thioamides useful for producing aralkyl and aralkylidene heterocyclic lactams and imides as an agonist and an antagonist of a serotonin 1(5-HT1) receptor helpful for the therapy and prophylaxis of migraine, depression or the like by reacting a specific compound with a dehydrating agent.
SOLUTION: By reacting a compound of formula I [wherein (b) is 0-3; Y is O, S or the like and: R3 is a halo, cyano or the like], e.g. a compound of formula II with a dehydrating agent (e.g. acetic anhydride), a compound of formula III [e.g. 4-(3,4-dichloro-phenyl)-thiomorpholin-3-one] useful for producing a psychotherapeutic agent is obtained. The reaction product mixture is preferably refluxed under heating for about 1 h. The compound of formula I is obtained by reacting a compound of formula IV (e.g. 3,4-dichloroaniline) with mercaptoacetic acid or the like by reacting the reaction product with a reducing agent (e.g. borane-tetrahydrofuran complex), further reacting with hydrochloric acid and reacting the formed compound with a haloacetic acid (e.g. bromoacetic acid) in the presence of a base.
Inventors:
George Joseph Quarlich
Jeffrey William Lagon
Paul David Hill
Jeffrey William Lagon
Paul David Hill
Application Number:
JP2000090837A
Publication Date:
September 15, 2004
Filing Date:
March 29, 2000
Export Citation:
Assignee:
Pfizer Products Inc.
International Classes:
C07C319/12; C07C319/14; C07C321/04; C07C321/14; C07C323/22; C07C323/25; C07C323/29; C07C323/39; C07C323/52; C07C323/58; C07C323/60; C07D241/06; C07D241/08; C07D265/32; C07D279/12; (IPC1-7): C07D279/12; C07C319/12; C07C319/14; C07C321/04; C07C321/14; C07D241/08; C07D265/32
Foreign References:
| WO1994013652A1 |
Other References:
GIANNANGELI, M.,Effect of Modifications of the Alkylpiperazine Moiety of Trazodone on 5HT2A and α1 Receptor Binding,J. Med. Chem.,1999年,VOL.42, NO.3,pp.336-345
小竹無二雄監修,大有機化学第17巻複素環式化合物IV上,日本,1966年 6月30日,第4版,第7頁,第31頁,第175頁等
Bischoff, C. A.,"Uber Diphenyl-monoaci- und α-β-diacipiperazin",Chemische Berichte,1890年,VOL.23,pp.2026-2030
Bhat, B.,Possible antimalarial agents : Syntheses of 6-methoxy-8-substituted- aminoquinolines,Indian J. Chem. Sect. B,1985年,VOL.24, NO.4,pp.419-423
HSU, S.-Y. ,"Efficient reduction of aromatic bis-imides to their amine derivatives.",Synth. Commun.,1989年,VOL.19, NO.11/12,pp.1885-1889
MOLANDER, G. A. ,"Keto Boronate Reduction: A Novel Method for High 1,3-Relative Asymmetric Induction",J. Am. Chem. Soc.,1992年,VOL.114, NO.7,pp.2759-2760
小竹無二雄監修,大有機化学第17巻複素環式化合物IV上,日本,1966年 6月30日,第4版,第7頁,第31頁,第175頁等
Bischoff, C. A.,"Uber Diphenyl-monoaci- und α-β-diacipiperazin",Chemische Berichte,1890年,VOL.23,pp.2026-2030
Bhat, B.,Possible antimalarial agents : Syntheses of 6-methoxy-8-substituted- aminoquinolines,Indian J. Chem. Sect. B,1985年,VOL.24, NO.4,pp.419-423
HSU, S.-Y. ,"Efficient reduction of aromatic bis-imides to their amine derivatives.",Synth. Commun.,1989年,VOL.19, NO.11/12,pp.1885-1889
MOLANDER, G. A. ,"Keto Boronate Reduction: A Novel Method for High 1,3-Relative Asymmetric Induction",J. Am. Chem. Soc.,1992年,VOL.114, NO.7,pp.2759-2760
Attorney, Agent or Firm:
Kazuo Shamoto
Shosuke Imai
Tadashi Masui
Tadahiko Kurita
Yasushi Kobayashi
Shosuke Imai
Tadashi Masui
Tadahiko Kurita
Yasushi Kobayashi