Amines reaction with acids derivatives

The sulfonyl chloride group is the cure site for CSM and determines the rate and state of cure along with the compound recipe. It is less stable than the Cl groups and therefore often determines the ceiling temperature for processing. The optimum level of sulfonyl chloride to provide a balance of cured properties and processibiUty is about 2 mol % or 1—1.5 wt % sulfur at 35% Cl. It also undergoes normal acid chloride reactions with amines, alcohols, etc, to make useful derivatives (17). 

Not only acylimino acids (VI. B.) but also 2-alkylidene- and 2-aryli-dene-A -oxazolin-5-ones (55) (pseudooxazolones) add nucleophiles. Simultaneous ring opening is usually observed 195, 237, 238, 239, 397) yielding the corresponding amino acid derivatives. Reaction with ammonia or amines resp. alcohols yields a,a-diamino carboxylic acid esters (56) or a-alkoxy-a-acylaminocarboxylic acid esters (58) respectively. Mercaptans add so rapidly that mercaptooxazolinones (57) can be isolated and then opened with other nucleophiles. 

Naphthalimides are prepared from naphthaUc anhydride obtained from naphthalene-1,8-dicarboxyhc acid, ie, the oxidation product of acenaphthene or its derivatives, by reaction with amines. They are utilized for synthetic fibers such as polyesters. 

A similar dependence of the stereoselectivity on the solvent and reaction temperature was found with the x-oxo amides 9 derived from phenylglyoxylic acid (R = C6H5) and 2-oxopropanoic acid (R = CH3) with amine F (Table 23)15. Thus, the highest selectivity was observed under chelation-controlled conditions in the presence of the Lewis acid titanium(IV) chloride. 

Other cyclizations at phosphorus have been observed when certain phosphinates were used in the acid-catalyzed Mannich reaction. As observed previously with various phosphonous acid derivatives, reaction of aliphatic phosphinic acids with primary amines favored the formation of 2 1 adducts (73). Thus, glycine and other a-amino acids reacted under the typical conditions with excess formaldehyde and alkyl phosphonous acids to give the bis-phosphinylmethyl adducts 125. 

Reaction of Meldrum s acid derivative 25 with secondary alkylamines in dichloromethane at room temperature afforded a mixture of compounds, including furo[2,3- -l,2,3-dithiazoles 26, the novel Meldmm s acid derivatives 79a-g, and sulfur (Scheme 8 and Table 1). Usually the reaction time is less than 6h with yields of approximately 20%. Of note is the fact that cyclic amines such as piperidine and pyrrolidine do not produce furo[2,3- / -l,2,3-dithiazoles in this way <2000J(P1)3107>. 

Lithiation of dibenzofuran with butyllithium and mercuration both occur at the 4-position. Thallation occurs at the 2-position, however (57IZV1391). The mercury and thallium derivatives serve as a source of the iodo compounds by reaction with iodine. Bromodibenzofurans undergo bromine/lithium exchange with butyllithium and the derived lithio compounds may be converted into phenols by reaction with molecular oxygen in the presence of a Grignard reagent, into amines by reaction with O-methylhydroxylamine, into sulfinic acids by reaction with sulfur dioxide, into carboxylic acids by reaction with carbon dioxide and into methyl derivatives by reaction with methyl sulfate (Scheme 100). This last reaction... 

The reaction of bis-a-chlorocarbodiimides with 37 with alcohols, phenols or carboxylic acids in the presence of triethylamine affords the expected substitution products 38 and 39. However, reaction with amines gives diazadiene derivatives 40. ... 

All anhydrides derived from an amino acid, other than a symmetrical anhydride, are mixed anhydrides . However, in the field of peptide chemistry, the term mixed anhydride is commonly used to refer to anhydrides derived from an amino acid and either a carboxylic acid 1 or a carbonic acid 2 (Scheme 1). Other mixed anhydrides will be addressed separately. The use of mixed anhydrides 1 and 2 for peptide synthesis encompasses two distinct reaction steps, as outlined in Scheme 2. The first step is the formation of the mixed anhydride, the activation step, which is the reaction of an amino acid derivative 8 with an acid chloride 9, in the presence of a tertiary amine, in an inert solvent to give the mixed anhydride 10. The second step is the condensation of the mixed anhydride 10 with the amine of an amino acid derivative 11 to give peptide product 12 and the carboxylic acid 13. 

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