Diacetonamine

Acetone and ammonia are condensed in the presence of various promoters. A 45 per cent yield of diacetonamine isolated as the hydrogen oxalate is claimed when acetone saturated with ammonia at o" is allowed to stand twenty-four hours with 8.5 per cent of ammonium nitrate. Suzuki and Horie, Bull. Inst. Phys.-Chem. Research (Tokyo) ii, 383 (1932). Abstract 30 (in English) published with Sci. Papers Inst. Phys.-Chem. Research (Tokyo) 18, Nos. 350-4 [C. A. 26, 4302 (1932)]. 

Diacetonamine hydrogen oxalate, 14,85 Diacetone alcohol, 10, no Diacetyl monoxime, 10, 22 Diallylcyanamide, 10, no Diaminodurene, 10, 41... 

The methods for producing diacetone alcohol are the action of barium hydroxide on acetone 1 the action of calcium hydroxide on acetone 2 the action of concentrated sodium hydroxide or potassium hydroxide on acetone 3 the action of magnesium amalgam on acetone 4 and the action of nitrous acid on diace-tonamine.5 The last method was not considered because of the difficulty of preparing diacetonamine. Of the methods employing acetone only, the first two seemed more promising, since the others are reported as giving low yields of impure product. It was soon found that barium hydroxide acted more rapidly than calcium hydroxide (as reported by L. P. Kyriakides) and this method was therefore employed. 

The methods of making mesityl oxide fall into three classes (1) the action of condensing agents (hydrochloric acid, etc.) on acetone 1 (2) the dehydration of diacetone alcohol 2 (3) and from diacetonamine.3 The latter method was not considered since the amine is relatively difficult to prepare. The action of acid condensing agents on acetone is very unsatisfactory the yields are poor and considerable quantities of phorone and similar substances are invariably produced. The direct production... 

Ammonia and amines add more easily to a double bond which is conjugated with a carbonyl or carbalkoxyl group to form /3-amino compounds. Thus, mesityl oxide and aqueous ammonia react under mild conditions to form diacetonamine (70%). ... 

Amino-4-methyi-2-pentanone Diacetonamine CgHggNO 626-04-7 116.173 26014 s HgO msc EtOH, eth... 

Diacetonamine (Methyl 2-cminoisobutyl ketone, 2 amino-2-methylpentan(me-4)... 

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