W-methylformamide

There occur marked differences between rodent species and humans in the proportions of a dose excreted as these various major metabolites, and the dose size introduces further variables. Mr et al. (1989) gave male Sprague-Dawley rats, BALB/c mice and Syrian hamsters 0.1,0.7 and 7 mmol/kg bw dimethylformamide (approximately 7,50 and 500 mg/kg bw) by intraperitoneal injection and collected urine for 60 h (rat), 24 h (mice) and 36 h (hamster). In all cases, dimethylfonnamide and AMCC were very minor urinary metabolites, while the amounts of substances analysed as W-methylformamide ... 

Other amides which have been used for a-amidoalkylation of heteroaromatic bases are iV-methylformamide, ° iV-methylacetamide, N,N-dimethylacetamide, iV -methylpyrrolidone, iV -cyclohexylaceta-mide, iV-acetylpiperidine, W,.Ar-dimethylurea, and caprolactam. ... 

Van den Bulcke, M., Rosseel, M.T., Wijnants, R, Buylaert, W. Belpaire, F.M. (1994) Metabolism and hepatotoxicity of ALV-dimethylformamide, V-hydroxymethyl-V-methylforma-mide, and V-methylformamide in the rat. Arch. Toxicol., 68, 291-295... 

The polyurea is prepd by dissolving equivalent amounts of the monomers (80g total wt) in di-methylformamide. Using separate solns, 125ml of the diisocyanate is slowly added to 120ml of the amine soln while keeping the temp below 20°. After standing 18 days at RT, most of the dimethylformamide is vacuum evapd at 50° and the syrupy residue is kept at 50° for 48 hrs. Acet diln is followed by filtration, then pptn in ice w. The product is vacuum steam distd at 30° then dried over P2OS... 

Lipshutz, B. H., Pfeiffer, S. S., Chrisman, W. Formylations of anions with a "Weinreb" formamide N-methoxy-N-methylformamide. Tetrahedron Lett. 1999, 40, 7889-7892. 

Dimethylaniline added with ice-cooling to perchlorobutyryl chloride in dry di-methylformamide and warmed 2 hrs. at 40° -> p-dimethylaminobenzal chloride (Y 89%) warmed gently in water with addition of dil. NaOH until the mixture is alkaline p-dimethylaminobenzaldehyde (Y 83%). A. Roedig and W. Wenzel, Ang. Ch. 81, 36 (1969). 

A mixture of POCI3, startg. stannane, and N-phenyl-N-methylformamide heated to 70° for 3 h, and hydrolyzed - p-methoxybenzaldehyde. Y 96%. Interestingly, the method is also applicable to unsubst. and deactivated aryl derivs. F.e.s. W.P. Neumann et al.. Tetrahedron 45, 951-60 (1989). 

Ethylene glycol Formamide Acetamide N-Methylformamide N-Methylacetamide A,iV-Dimethylacetamide Dimethyl sulfoxide i-Propanol w-Butanol fert-Butanol Tetrahydrofuran... 

Plant/Surface Water. Several transformation products reported by Day (1991) include 4-amino-m-tolyl-A-methylcarbamate (AA), 4-amino-3-methylphenol (AC), 4-formamido-m-tolyl-A-methylcarbamate (FA), A-(4-hydroxy-2-methylphenyl)-A-methylformamide (FC), 4-methylformamido-/w-tolyl-7V-methylcarbamate (MFA), 4-methylamino-m-tolyl-A-methylcarbamate (MAA), 3-methyl-4-(methylamino)phenyl-A-methylcarbamate (MAC), phenol, methylamine and carbon dioxide. MAA was not detected in natural water but was detected in fish tissues following exposure to aminocarb-treated water in the laboratory. The metabolites FA, AC and MAC were detected in Canadian forests treated with ami-nocarb but the metabolites AA, MAA and FC were not detected (Day, 1991). 

Wee E. L. Miller W. G. (1971). Liquid crystal-isotropic phase equilibriums in the system poly(gamma-benzyl-alpha-L-glutamate)-methylformamide. /. Phys. Chem., V. 75, No. 10, pp. 1446-1452. 

Caminati W, Lopez JC, Blanco S, Mata S, Alonso JL (2010) How water links to cis and trans peptidic groups the rotational spectrumof N-methylformamide-water. Phys Chem Chem Phys 12 10230... 

Figure 4 An OHD-RIKES spectrum at room temperature of A -methylformamide (NMF). [Kindly been provided by E. W. Castner, Jr. and shown with his permission prior to publication.]... 

Ai-hydroxy- N -formyl- W -methylhydrazine iV-nitroso- A/-methylformamide Figure 10.22 Metabolism and non-enzymatic decomposition of gyromitrin. 

A soln. of 6-chloro-17a-hydroxypregna-4,6-diene-3,20-dione acetate in dry di-methylformamide-ether treated at 0° with a soln. of dilorine in propionic acid, kept 16 hrs. at 0°, more chlorine soln. added, and allowed to stand 2 additional hrs. at 0° -> 4,6-dichloro-17a-hydroxypregna-4,6-diene-3,20-dione acetate. Y 38%. F. e. s. R. W. Kierstead et al., J. Org. Chem. 55, 4141 (1970). 

Y. J. Chang and E. W. Castner, /. Chem. Phys., 99, 113 (1993). Femtosecond Dynamics of Hydrogen-Bonding Solvents. Formamide and N-Methylformamide in Acetonitrile, DMF, and Water. 

Chang, YJ. and Castner Jr., E.W. (1993). Femtosecond dynamics of hydrogen-bonding solvents. Formamide and AT-methylformamide in acetonitrile, DMF, and water. J. Chem. Phys. 99 113-125. 

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