Aliphatic acid amides

Method (1) is most frequently used for aliphatic acid amides, while Methods (2a), (2b) and (zc) are used most frequently for aromatic acid amides. Of the last three methods, the Acid Chloride Method (zb) is the most rapid and certain. The Ester Method (za) is practicable only when the amide is insoluble in water, and even then is often very slow unless the ester itself is appreciabb soluble in the aqueous ammonia solution. 

Oxamide differs from most aliphatic acid amides in being almost insoluble in water, and therefore can be readily prepared from the diethyl ester by Method 2(a). Place a mixture of 5 ml. of concentrated [d o-88o) ammonia solution and 5 ml. of water in a 25 ml. conical flask, for which a welTfitting cork is available. (The large excess of... 

When an alkyl aryl ketone is heated with yellow ammonium polysulphide solution at an elevated temperature, an aryl substituted aliphatic acid amide is foimed the product actually isolated is the amide of the ci-aryl carboxylic acid together with a smaller amount of the corresponding ammonium salt of the oarboxylio acid. Thus acetophenone affords phenylacetamide (50 per cent.) and ammonium phenylacetate (13 per cent.) ... 

Amalgamated zinc, 198 see also under Clemmenaen reduction Amides, 361 1074, 1075 see also Aliphatic acid amides and Aromatic acid amides... 

When the reaction is carried out in aqueous solution, aliphatic acid amides having six or more carbon atoms tend to give the iV-acyl-iW-alkylurea, whose formation can be interpreted as being from the alkali salt of the iV-halo amide and the isocyanate formed as intermediate. For such cases Jeffreys120 prefers to use alcoholic solutions and to hydrolyse the resulting urethane to the amine. 

With aliphatic acid amides [Mn(nmf)6](C10j3 302 13570 c. 5.90 NMR in CH3NO2 solution 68M3... 

With aliphatic acid amides [Fe NH(C0CH3)3 3](C104)3 298 12445 c. 5.45 65K8... 

With acid amides and acid hydrazides With aliphatic acid amides [Cttdm06](ClO4)3 298 3.90 3.74 Gouy Gouy 72W9 72W9... 

With aliphatic acid amides Fe(HCONH2)4Cl2 295 5.46 Gouy six-coordination 72B19... 

The name of Conrad Willgerodt is associated with a group of closely related reactions which have as a common feature the conversion of a carbonyl compound into an amide mth the same number of carbon atoms. The original process involved the reaction of an appropriately substituted alkyl aryl ketone with an aqueous solution of yellow ammonium polysulfide at an elevated temperature to form an aiyl-substituted aliphatic acid amide, ti ether with a smaller amount of the corresponding ammonium salt of the carboxylic acid. An example is the conversion of acetophenone into phenylacetamide and ammonium phenylacetate. ... 

With aliphatic acid amides Co(nmO(CH2ClCOO)2 room 4.76 Gouy 70P6... 

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