Amides carboxamide

Amide Carboxamide RCONR2 0 A /R" R 1 R carboxamide- -amide 0 X NHg Acetamide... 

Amides -amide -carboxamide amino-oxo- aminocarbonyl- -(OONH2 -CONH2... 

Kraus et al.75 78) in Israel fabricated new aromatic phosphoric amide-carboxamide copolymers, which gave membranes high thermal stability, flame resistance, and salt rejection. Thus a copolymer was prepared from N,N -bis(3-aminophenyl)-N"-phenylphosphoric triamide 25, m-phenylenediamine and isophthaloyl chloride in... 

Nitriles. Aliphatic and aromatic amides (carboxamides) are dehydrated by HMPT at 220-240° to give nitriles in good yield. A phosphorodiamidate derivative (a) was. suggested as an intermediate. 

Amidines. Secondary amides (carboxamides) (1) when refluxed in HMPT give N.N-dimethylamidines (2) in fair yield. 

Formation of Amides. Carboxamide bond formation (Eq, 1, CDA is first reactant) appears to be the most common reaction used in chiral derivatization of primary and secondary amino groups,... 

Carbamates Isocyanates Hydroxynitriles Aminoalcohols Amides (Carboxamides)... 

Alkanenitriles (Linear-alkyl cyanides, 1-Cyanoalkanes) Alkanedinitriles Alkenenitriles Arylnitriles Benzonitrile Aminoethers Oxazole derivatives Oxazole Aminoalcohols Amides (Carboxamides)... 

Amides. For primary amides the suffix -amide is added to the systematic name of the parent acid. For example, CH3—CO—NHj is acetamide. Oxamide is retained for HjN—CO—CO—NHj. The name -carboxylic acid is replaced by -carboxamide. 

Acrylamide, C H NO, is an interesting difiinctional monomer containing a reactive electron-deficient double bond and an amide group, and it undergoes reactions typical of those two functionalities. It exhibits both weak acidic and basic properties. The electron withdrawing carboxamide group activates the double bond, which consequendy reacts readily with nucleophilic reagents, eg, by addition. 

Specialty Isocyanates. Acyl isocyanates, extensively used in synthetic appHcations, caimot be direcdy synthesized from amides and phosgene. Reactions of acid haUdes with cyanates have been suggested. However, the dominant commercial process utilizes the reaction of carboxamides with oxalyl chloride [79-37-8]. CycHc intermediates have been observed in these reactions which generally give a high yield of the desired products (86). 

CONH2 amides carbamoyl cyano -amide or carboxamide ... 

The aminolysis of esters of pyrimidine occurs normally to yield amides. The reagent is commonly alcoholic ammonia or alcoholic amine, usually at room temperature for 20-24 hours, but occasionally under refiux aqueous amine or even undiluted amine are used sometimes. The process is exemplified in the conversion of methyl pyrimidine-5-carboxylate (193 R = Me) or its 4-isomer by methanolic ammonia at 25 °C into the amide (196) or pyrimidine-4-carboxamide, respectively (60MI21300), and in the butylaminolysis of butyl ttracil-6-carboxylate (butyl orotate) by ethanolic butylamine to give A-butyluracil-5-carboxamide (187) (60JOC1950). Hydrazides are made similarly from esters with ethanolic hydrazine hydrate. 

Out of many hundreds of pteridines tested, 2,4,7-triamino-6-phenylpteridine (316), 4,7-diamino-2-phenylpteridine-6-carboxamide, 4-amino-7-(2-methoxyethylamino)-2-phenylpteridinecarbox-N-(2-methoxyethyl)amide (317) (69JPS(58)867) and 2,4-... 

The treatment of 3-benzoyl-2-phenylisoxazolidine with strong base generated an aldehyde and a ketimine <74X1121). Under these conditions dimethyl 2-a-methoxyisoxazolidine-3,3-dicarboxylic acid (186) produced isoxazoline-2-carboxylic acid. Reaction of the monomethyl amide (187) gave the corresponding isoxazoline-2-carboxamide (Scheme 60). CD was used in the conformational studies <79X213). 

Dewar and Turchi carried out similar rearrangements of secondary and tertiary alkyl and aryl oxazole-4-carboxamides (5a-e) to the corresponding secondary and tertiary 5-aminooxazoles (6a-e). For example, they realized yields > 90% when the amide nitrogen is part of a heterocyclic ring system. 

The respective amide was prepared from 7-substituted 5-oxo-2,3-dihydro-5//-pyrido[l,2,3-de]-l,4-benzoxazine-6-carboxylic acids via acid chlorides with different benzylamines (00M1P3). 6-Carboxamides were N-benzylated, and a side-chain phenolic hydroxy group was O-alkylated. 7-Aryl-5-oxo-2,3-dihydro-5//-pyrido[l, 2,3-r/e]-1,4-benzoxazine-6-carboxylic acid was obtained from the ethyl ester by alkalic hydrolysis. 

The complex thioamide lolrestat (8) is an inhibitor of aldose reductase. This enzyme catalyzes the reduction of glucose to sorbitol. The enzyme is not very active, but in diabetic individuals where blood glucose levels can. spike to quite high levels in tissues where insulin is not required for glucose uptake (nerve, kidney, retina and lens) sorbitol is formed by the action of aldose reductase and contributes to diabetic complications very prominent among which are eye problems (diabetic retinopathy). Tolrestat is intended for oral administration to prevent this. One of its syntheses proceeds by conversion of 6-methoxy-5-(trifluoroniethyl)naphthalene-l-carboxyl-ic acid (6) to its acid chloride followed by carboxamide formation (7) with methyl N-methyl sarcosinate. Reaction of amide 7 with phosphorous pentasulfide produces the methyl ester thioamide which, on treatment with KOH, hydrolyzes to tolrestat (8) 2[. 

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