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| A process to make methyl carbamates, primarily for pesticides, that improves cost, safety, environmental impact, and product quality.N-methyl carbamate pesticide reacting oxime phenol isocyanate (MIC) supplied reaction vapor phase group below primary added benefits conducting water absence organic solvent three oximes demonstrated (A) CH3-C(SCH3)=N-OH Alternatively S-methyl N-hydroxyethanimidothioate(B) (CH3)(CH3)N-C(=O)-C(SCH3)=N-OH 2-(dimethylamino)-N-hydroxy-2-oxoethanimidothioate(C) (CH3)-S(CH3)(CH3)-CH=N-OH 2-methyl-2-(methylthio)propanol five phenols (D) alpha-naphthol(E) 3-dihydro-2 2-dimethyl-7-hydroxybenzofuran(F) 2-(1 3-dioxylan-1-yl)phenol(G) 2-dimethyl-1 3-benzodioxol-4-ol(H) product methomyl N-[[(methylamino)carbonyl]oxy]ethanimidothioate oxamyl 2-(dimethylamino)-N-[[(methylamino)carbonyl]oxy]-2-oxoethanimidothioate aldicarb products reactants listed carbaryl carbofuran N-methylcarbamoyloxy-2-(1 3-dioxolan-1-yl)benzene bendiocarb phenyl methylcarbamate gas directly oxidative dehydrogenation monomethylformamide (MMF) known continuously fed diluent nitrogen (or phenol) cocurrently staged reactor two stages order formation by-product dimethylurea (DMU) conversion first limited 95% preferred range 20-90% Conversion control accomplished either controlling absorption (agitator speed liquid level) and/or splitting feed various partially reacted stream subsequent overall concentration last 02-20% weight catalyst triethylamine oxime/water phenol/water mixture selectivity Temperature controlled carry 100 degrees preferably 20-60 reactors equipped temperature agitated Cocurrent feeding streams single vessel multi-staged sieve-tray completion vessels yields conversions contamination unreacted starting materials nature permits efficient removal thereby commercial-scale production close coupling minimizes need store toxic extremely reactive Safety enhanced eliminating flammable eliminates emissions discharges environment ability oxime/phenol relatively simplifies isolation recover recycle unconverted purity summary produces pesticides cost safety environmental impact quality |
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