Method for preparing azines

Claim 1

A method for preparing azines which consists of reacting a. ammonia; b. hydrogen peroxide; c. a carbonyl compound selected from formaldehyde, acetaldehyde, propionaldehyde, butyraldehyde, isobutyraldehyde, n-pentanal, pivalaldehyde, oenanthal, 2-ethylhexanal, 3-Δ-tetrahydrobenzaldehyde, hexahydrobenzaldehyde, 5-norbornene-2-carboxaldehyde, tetrahydropyran-2-carboxaldehyde, benzaldehyde, monochlorobenzaldehyde, p-nitrobenzaldehyde, anisaldehyde, β-chloropropionaldehyde, β-methoxypropionaldehyde, 2-butanone, 2-pentanone, 3-pentanone, methylisopropylketone, methylisobutylketone, ethylamylketone, methylcyclohexylketone, acetophenone, benzophenone, cyclobutanone, cyclopentanone, cyclohexanone, 2-methylcyclohexanone, 3-methylcyclohexanone, 4-methylcyclohexanone, 2,4-dimethylcyclohexanone, 3,3,5-trimethylcyclohexanone, isophorone, cycloheptanone, cyclooctanone, cyclodecanone and cyclododecanone, and mixtures thereof; and d. an amide or imide selected from formamide, monochloroacetamide, monobromoacetamide, dichloroacetamide, trichloroacetamide, trifluoroacetamide, α-chloropropionamide, β-chloropropionamide, α,α-dichloropropionamide, α,β-dichloropropionamide, α-bromopropionamide, β-bromopropionamide, α,β-dibromopropionamide, α-chloroisobutyramide, perfluorobutyramide, glycolamide, lactamide, β-hydroxypropionamide, glyceramide, α-hydroxy-β-chloropropionamide, α-chloro-β-hydroxypropionamide, glycolamide, phenylacetamide, chlorophenylacetamide, bromophenylacetamide, fluorophenylacetamide, nitrophenylacetamide, 2,4-dinitrophenylacetamide, diphenylacetamide, benzamide, o-toluamide, m-toluamide, chlorobenzamide, bromobenzamide, fluorobenzamide, iodobenzamide, pentachlorobenzamide, pentafluorobenzamide, nitrobenzamide, o-nitro-o'-methylbenzamide, salicylamide, m-hydroxybenzamide, p-hydroxybenzamide, o-methoxybenzamide, m-methoxybenzamide, and the amic acids, diamides and imides of oxalic, malonic, methylethylmalonic, diethylmalonic, succinic, α,α-dichlorosuccinic, maleic, tartaric, malic, α,α'-dichloroglutaric, α-hydroxyadipic, citric, itaconic, citraconic, o-phthalic, isophthalic, terephthalic, trimellitic, pyromellitic and tetrachloro-o-phthalic acids, and recovering the azine or mixture of azines from the reaction medium.

Claim 2

A method for preparing azines which consists of reacting a. ammonia; b. hydrogen peroxide; c. a carbonyl compound selected from formaldehyde, acetaldehyde, propionaldehyde, butyraldehyde, isobutyraldehyde, n-pentanal, pivalaldehyde, oenanthal, 2-ethylhexanal, 3-Δ-tetrahydrobenzaldehyde, hexahydrobenzaldehyde, 5-norbornene-2-carboxaldehyde, tetrahydropyran-2-carboxaldehyde, benzaldehyde, monochlorobenzaldehyde, p-nitrobenzaldehyde, anisaldehyde, β-chloropropionaldehyde, β-methoxypropionaldehyde, 2-butanone, 2-pentanone, 3-pentanone, methylisopropylketone, methylisobutylketone, ethylamylketone, methylcyclohexylketone, acetophenone, benzophenone, cyclobutanone, cyclopentanone, cyclohexanone, 2-methylcyclohexanone, 3-methylcyclohexanone, 4-methylcyclohexanone, 2,4-dimethylcyclohexanone, 3,3,5-trimethylcyclohexanone, isophorone, cycloheptanone, cyclooctanone, cyclodecanone and cyclododecanone, and mixtures thereof; and d. an amide or imide selected from formamide, monochloroacetamide, monobromoacetamide, dichloroacetamide, trichloroacetamide, trifluoroacetamide, α-chloropropionamide, β-chloropropionamide, α,α-dichloropropionamide, α,β-dichloropropionamide, α-bromopropionamide, β-bromopropionamide, α,β-dibromopropionamide, α-chloroisobutyramide, perfluorobutyramide, glycolamide, lactamide, β-hydroxypropionamide, glyceramide, α-hydroxy-β-chloropropionamide, α-chloro-β-hydroxypropionamide, glycolamide, phenylacetamide, chlorophenylacetamide, bromophenylacetamide, fluorophenylacetamide, nitrophenylacetamide, 2,4-dinitrophenylacetamide, diphenylacetamide, benzamide, o-toluamide, m-toluamide, chlorobenzamide, bromobenzamide, fluorobenzamide, iodobenzamide, pentachlorobenzamide, pentafluorobenzamide, nitrobenzamide, o-nitro-o'-methylbenzamide, salicylamide, m-hydroxybenzamide, p-hydroxybenzamide, o-methoxybenzamide, m-methoxybenzamide, and the amic acids, diamides and imides of oxalic, malonic, methylethylmalonic, diethylmalonic, succinic, α,α-dichlorosuccinic, maleic, tartaric, malic, α,α'-dichloroglutaric, α-hydroxyadipic, citric, itaconic, citraconic, o-phthalic, isophthalic, terephthalic, trimellitic, pyromellitic and tetrachloro-o-phthalic acids, and recovering the azine or mixture of azines from the reaction medium.