Acetimidic acid

The preparation of thiadiazoles 180 from 1-cyanoformamide 177 (2-nitrilo-acetimidic acid), or its alkyl esters 178, using disulfur dichloride under mild conditions was previously reviewed in CHEC(1984) and CHEC-II(1996). The synthesis of thiadiazoles from the thioesters 179, formed by the addition of alkylthiols to cyanogens, was more recently investigated (Equation 36) <1998JME379>. In several cases, the esters 178 or thioesters 179 prepared from cyanogen were not isolated but added directly to disulfur dichloride <1996W038431, 1998JME379>. 

Methyl acetimidate hydrochloride Acetimidic acid, methyl ester, hydrochloride (8) Ethanimidic acid, methyl ester, hydrochloride (9) (14777-27-6)... 

Epoxidation. Alkenes are epoxidized when treated with a reagent formed from dilute F2 (10% in N2) in acetonitrile containing some water. Both CH3CN and H20 are essential for formation of the oxidant, which is probably not peroxy-acetimidic acid (1, 470 8, 387). The new reagent effects epoxidation of alkenes rapidly, even at -15°. When used in excess it also effects epoxidation of a,p-enones in high yield.1... 

The +NR+ spectrum of 8 showed a small survivor ion, but differed substantially from the spectra of other C2H5NO isomers, e.g., 6, 7, AT-methylamino(hy-droxy)carbene (9), and N-methylformamide (10). The low intensity of survivor ions in the NR mass spectra of enol imines is due to Franck-Condon effects in collisional reionization that result in vibrational excitation of the resulting cation radical followed by dissociation. Franck-Condon effects were studied for collisional ionization of acetimidic acid, CH3C(OH)=NH, which was one of the neutral dissociation products of 1 -hydroxy- 1-methylamino-l-ethyl radical, a hydrogen atom adduct to AT-methylacetamide [37]. The cation-radical dissociates extensively upon reionization, and the dissociation is driven by a 74 kj mol-1 Franck-Condon energy acquired by vertical ionization. 

SYNS ACETIC ACID AMIDE ACETIMIDIC ACID AMID KYSELINY OCTO (POLISH) ETHANAMIDE METHANECARBOXAMDE NC1-C02108... 

The preparation of ester 13 is performed by an acid-mediated hydrolysis of nitrile 12 in methanol. The conditions used are quite vigorous concentrated sulfuric acid, reflux (65 °C), overnight. However, in this reaction the addition of methanol to the protonated nitrile gives the corresponding acetimidic acid methyl ester, and subsequent hydrolysis of this intermediate provides the desired ester 13 in 90 % yield. 

SYNONYMS Acetic acid amide, acetimidic acid, ethanamide, methanecarboxamide. 

EPOXIDATION Benzeneperoxyseleninic acid. r-Butyl hydroperoxide. Diperoxo-oxohexamethylphosphoramidomolyb-denum. Hydrogen peroxide-Diiso-propylcarbodiimide. 2-NitrobenzQnc-seleninic acid. Peracetic acid. Peroxy-acetimidic acid. Quinine. Sodium hypochlorite. 

Synonyms Acetic acid amide Acetic acid amine Acetimidic acid Ethanamide Ethanolamide... 

Acetic chloride. See Acetyl chloride Acetic ester Acetic ether. See Ethyl acetate Acetic oxide. See Acetic anhydride Acetic, 1,2,3-propanetriyl ester. SeeTriacetin Acetimidic acid. See Acetamide Acetimidothioic acid. See Methomyl Acetin. See,Glyceryl acetate Triacetin Acetisoeugenol... 

Methomyl [Acetimidic acid, A/-[(methylcarbamoyl)oxy]thio-, methyl ester] C3H N303S 16762-77-6 2.5 mg/m ... 

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