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The Asinger-reaction was invented in 1956 by Friedrich Asinger.〔Friedrich Asinger: ''Über die gemeinsame Einwirkung von Schwefel und Ammoniak auf Ketone'' Angewandte Chemie ''68'' (1956) 413.〕 The Asinger-reaction is a multicomponent reaction and is sometimes referred to as A-4CR (short for Asinger-4 component reaction): An α-halogenated carbonyl-component reacts with sodium hydrosulfide (NaSH) and forms a Thiol ''in situ''. The thiol reacts directly with another carbonyl component and ammonia to form a thiazoline. The reaction works also by using elemental sulphur, an α–substituted ketone, another carbonyl component and ammonia; in this case, a mixture of products is formed. The formation of 3-thiazolines also occurs by using α-thioaldehyde or α-thioketone and ammonia.〔Friedrich Asinger and Manfred Thiel: ''Einfache Synthesen und chemisches Verhalten neuer heterocyclischer Ringsysteme'', Angewandte Chemie ''70'' (1958) 667–683.〕 A simplyfied route of the Asinger-reaction was developed by Degussa. An α-halogenated carbonyl compound reacts with sodium hydrosulfide (NaSH) and forms a Thiol ''in situ'' which reacts directly with aldehydes or ketones and ammonia to 3-thiazolines.〔Karlheinz Drauz, Hans Günter Koban, Jürgen Martens and Werner Schwarze: ''Phosphonic and Phosphinic Acid Analogs of Penicillamine'', Liebigs Annalen der Chemie ''1985'', 448-452.〕 The chemical industry developed based on the Asinger-reaction multi stage processes for the production of pharmaceuticals like D-Penicillamine〔Wolfgang Weigert, Heribert Offermanns and Paul Scherberich : ''D-Penicillamin - Herstellung und Eigenschaften'', Angewandte Chemie ''87'' (1975) 372-378 ; Angewandte Chemie-International Edition ''14'' (1975) 330-336.〕 and the aminoacid DL-cysteine.〔Jürgen Martens, Heribert Offermanns and Paul Scherberich : ''Eine einfache Synthese von racemischem Cystein'', Angewandte Chemie ''93'' (1981) 680; Angewandte Chemie-International Edition ''20'' 668 (1981).〕 ==Literature== * * * 抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』 ■ウィキペディアで「Asinger reaction」の詳細全文を読む スポンサード リンク
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