Imidic acids, esters

Observations -Substituted imide acid esters were prepared by the nucleophilic attack... 

Fig. 7.13. Mechanism of the Pinner alcoholysis of nitriles— via the (possibly) isolable imidic acid ester hydrochloride (B)—to carboxylic acid esters.

Side Note 7.2. Chemistry of Imidic Acid Ester Hydrochlorides Preparation of Orthoesters and Amidines... 

Abb. 7.14. Imidic acid ester hydrochlorides (F)—to be prepared from nitriles, hydrogen chloride (gas) and methanol acc. to Fig. 7.13—, their trans-formability into orthoester (A) or amidine (I) and the corresponding reaction mechanisms. 

NR2 R — X NR2 R — 0R3 X = halogen Imidoyl halides Imidic acid esters (imidates, imino esters) Lactimidic acid esters Cyclic imidates 1-3,7 7, 15, 16 17 12, 19... 

J, Imidates (Imidic Acid Esters, Imido Esters, Imidoates)... 

Carboxylic acid esters (89PHA604 90T3897 93KGS1545), dithioesters [89H(28)239], imidic acid esters, and thioesters (89JHC991) were also utilized as one-carbon cyclizing agents to bring about heterocyclization of 4-hydrazinopyrimidines to 1,2,4-triazolo[4,3-c]pyrimidines. 

A palladium(0)-catalyzed allylic sulfoximine to allyl sutfm-imidic acid ester rearrangement using P-N ligands has been developed leading to sulfinimidic acid ester (eq 51). ... 

Addition onto Imid Acid Esters, Imidamides, and Imidoyl Chlorides... 

Derivatives. The dual functionaUty of trimellitic anhydride makes it possible to react either the anhydride group, the acid group, or both. Derivatives of trimellitic anhydride include ester, acid esters, acid chloride, amides, and amide—imides (136). Trimellitate esters are the most important derivatives, and physical properties of more significant esters are Hsted in Table 34. 

C13H17NO 63367-12-4) see Ibuprofen a-hydroxy-a-methyl-4-(2-methylpropyl)benzeneethan-imidic acid methyl ester hydrochloride... 

Acids, Esters, Lactones, Amides, Imides, and Anhydrides... 

The formation of tluorinated Q -hydroxy-jS-imino esters (180) by treatment of fluorinated imino ethers (179) with lithium 2,2,6,6-tetramethylpiperidide has been reported. A possible explanation for this interesting intramolecular rearrangement is proposed in Scheme 64. Acyclic imides derived from primary benzylic amines and amino acid esters have been found to undergo a novel nitrogen to carbon acyl migration via a base-generated carbanion to yield the corresponding a-amino... 

Almost all organic functional groups except for olefinic double bonds are reduced by hthium aluminum hydride. It reduces acids, esters, acid chlorides, amides, imides, imines, nitriles, nitroorganics, epoxides, and lactones. 

Table 11. 1 H-NMR Analysis of Amines. Amino Acids, Esters, Peptides and Hydroxylamines via (/ ./ )-0,0 -Dibenzoyltartaric Acid Imides (5, CDC13)50...

Alternatively, the imide-acid chloride is reacted with methanol to give the imide ester which, after borohydride reduction and triethylsilane/trifluoroacetic acid treatment, furnishes the bicyclic lactam 6 as a racemate. The latter is acylated with either propanoyl chloride or 3-phcnylpropanoyl chloride and the resulting amides 7 deprotonated and alkylated with (bro-momethyljbenzene or iodomethane, respectively, to give the major alkylation products 8 with d.r. >98 2 and in 65% yield3. 

Procedures have been reported to convert 67 into the corresponding imide (74) (73USP3736299), dicarboxylic acid (75), anhydride (76), and a variety of acid/esters (77) and diesters (78) (75USP3915974). Chromic acid oxidation of 2,3-dichloroquinoxaline has also been reported as a route to 75 (58RTC842). 

Research Focus Preparation of IV-substituted imide dialkyl-thiocarbamic acid esters as high-activity polymerization initiators. 

Synthesis of /i-Keto Acids, Esters, Amides, Imides and Nitriles and Decarboxylation... 

Recently, Eschenmoser, Dunitz, and co-workers (48) have reported the hydrolysis of tricyclic ketene N,0-acetal 224 which yields only aminopropionic acid ester 225. The first step in this reaction must be the protonation of 224 which gives the anti imidate salt 226. Since anti imidate salts always... 

Reversed phase Amines, amides, imides, acids, profens a-Hydroxy acids, oxazolidinones, amino acids, peptides a-Hydroxy acids, acids, profens, amino acids, amino esters, hydantoins, peptides... 

Food, flavors consist of numerous compounds, none of which alone is characteristic of specific food. Classes of compounds which emcompass food flavors are - hydrocarbons (aliphatic, ali-cyclic, aromatic) carbonyls (aldehydes, ketones) carboxylic acids, esters, imides, anhydrides alcohols, phenols, ethers alkylamines, alkylimines aliphatic sulfur compounds (thiols, mono-, di- and tri-sulfides) nitrogen heterocyclics (pyrroles, pyrazines, pyridines) sulfur heterocylics (thiophenes, thiazoles, trithiolane, thialidine) and oxygen-heterocyclics (lactone, pyrone, furan). Discussion will be limited to striking developments in heterocyclics. 

Alternatively, an electrochemical procedure was employed in the synthesis of amino acids from nitridomolybdenum complex 4 via nitrogen-carbon and carbon-carbon bond formations involving imide 5 and nitrogen ylides 6. trans-[MoCl(N)(Ph2PCH2CH2PPh2)] 4 reacted with methyl iodoacetate to give the cationic complex 5. Complex 6 was obtained by the deprotonation of 5 at the a-carbon followed by treatment with Mel to afford the cationic methyl derivative 7. Electrochemical cleavage of the Mo-N bond of the complex 5 or 7 proceeded in the presence of acetic acid to release amino acid esters in 70-80% yield (Scheme 2) [12]. 

C,H]7NO 63367-12-4) see Ibuprofen cx-hydroxy-a-methyl-4-(2-methylpropyl)benzeneethan-imidic acid methyl ester hydrochloride (C 4H22C1N02) see Ibuprofen 2-hydroxymethyl-5-methylpyrazine (C,H8N20 61892-95-3) see Acipimox... 

Methyl isocyanate and all isocyanic acid esters are an interesting and highly reactive class of organic compounds, since the isocyanate group (-NC0) reacts readily with a wide variety of compounds as well as with itself to form dimers, trimers, ureas, and carbodi-imides. Methyl isocyanate (MIC) is an intermediate in the preparation of carbamate pesticides and conceivably could be applied to the production of special heterocyclic polymers and derivatives. 

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