Formamide, N-Methyl

Methyl ethyl ketone (MEK), see 2-Butanone N-methyl formamide 8-4... 

Analogous calculations for the reaction of ammonia with N-formyXoxy-N-methyl formamide predict a much higher activation barrier, which emphasises the role of the alkoxyl substituent in SN2 reactions on A-acyloxy-A-alkoxyamides 45... 

Lise of N-methyl-formamide in place of formamide will give the corresponding N-methyl-amphetamine which is nicer. 

Add 0.44 moles ring substituted phenylacetate, 100 g acetic anhydride and 30 g sodium acetate and heat at 145-150° for 18 hours to get ca. 0.4 moles of the methyl-phenylacetate (I). Add (I) and formamide (or N-methyl-formamide for the N-methyl cpd.), heat 4-5 hours at 180-195°, cool and extract with CHC13. Evaporate in vacuum, dissolve residue in 40% sulfuric acid and heat at 90-125° for 5-6 hours. Neutralize and add solid NaOH to precipitate about 50% amphetamine. Treat with 10% sulfuric acid to get the sulfate. 

Methyl Benzoxazone 3,4-Methylenedioxy compounds (any) N-Methylmescaline N-Methyl Formamide Monoethanolamine 5-Nitrobarbituric Acid Nitroethane... 

Finally, IR173), NMRl74 UV175 and Raman spectroscopy175) show that the cis conformation of N-methyl formamide and N-methyl acetamide is more stable than the tram. 

Our model for the peptide linkage is N-methyl formamide and the two conformations which we shall compare are the Cs and Ce conformations shown below. 

INDO calculations of the Cs and Ce conformations of N-methyl formamide shown above clearly indicate that the greater stability of the Cs conformation is due to pi nonbonded attractive interactions. 

In the case of monomer 23 it appears that an equilibrium exists between ionic and covalent propagating species in polymerisations initiated by methyl iodide, though with OT counterion only ionic intermediates are observed. Presumably therefore the effective nucleophilicity of this monomer is very similar to that of I. N-(2-iodopropyl)-N-methyl formamide was prepared from an equimolar reaction of methyl iodide with 23, and H NMR spectroscopy in CD3CN showed that the following equilibrium was rapidly established ... 

Detailed kinetic studies of some aprotie systems were reported by Bamford s group. The kinetics of the polymerisation initiated by sodium salt of dihydrocinnamic acid in N-methyl-formamide exhibits a few interesting features. Typical conversion curves for D,L-phenyl alanine and y-benzyl-L-glutamate NCA s are shown in Fig. 10 taken from the paper by Ballard and BamfoRD (54). For a low concentration of the salt, the reaction is self-inhibited, i. e. a relatively rapid polymerisation ceases after a while (curve C) when a substantial fraction of the still... 

The reaction is not limited to DMF, but is applicable to compounds of the general formula R CCNR R-, in which R H or alkyl, and R = H, alkyl, or aryl, but not both = H. Particularly high yields of substituted aminoanthraquinones arc obtained from l-chloroanthraquinouc using N,N-diethylformamide, N-methyl-formamide, and N,N-dimcihylacctamide. 

N-methyl formamide or AT-AT-dimethyl formamide can be used instead of N-methyl formanilide. 

There is a way around the hasslesome purification procedure that will allow the underground chemist to use the ethyl nitrite he has made quickly and easily. The way to do this is to bubble the vapors of the ethyl nitrite into the reaction mixture. This method avoids the unpleasant and possibly dangerous procedure with the sep funnel and subsequent distillation. See Figure 8 back in Chapter 4 on N-methyl formamide. If in that figure, the methylamine containing flask instead contained the ethyl nitrite reaction mixture, and the formic acid containing flask instead had the allylbenzene and palladium chloride in alcohol needed for phenylacetone production, then one could easily picture how to get the ethyl nitrite vapors to directly bubble into the phenylacetone production mix without any need to manipulate the nitrite directly. 

Table4.11 Reduction of ketimines 6 with trichlorosilane, catalyzed by the valine derived N methyl formamides (S) 23, (S) 48 52 ...

Proton NMR studies of N-methyl formamide (NMF) and NMA at high dilution in deuterated solvents have shown that the level of cis isomer of NMF is 8% in water, 10.3% in chloroform, 8.8% in benzene, and 9.2% in cyclohexane, while the level of cis-NMA (a model for the secondary peptide bond) is 1.5% in water and does not change very much in nonpolar solvents [18]. Ab initio molecular calculations suggest that the small difference in dipole moments in cis and trans forms explain the relative insensitivity of amides to solvent change, unlike esters [22,41], This may be explained by nearly identical free energies of solvation for the two isomers [18]. The energy difference between cis and trans isomers in aqueous solution (AG° = 2.5 kcal mol-1) accounts for the preferential trans conformation adopted by most peptide bonds. Similar results were obtained with nonproline tertiary amides [22]. 

The cofactor and the P-cluster are distinct entities as shown by the fact that in the presence of thiophenol and 80% N-methyl formamide solutions, A vinekmdii gives rise to cofactor and (0S)4F4S4 signals61). 

Beilstein Handbook Reference) AI3-26076 BRN 1098352 EINECS 204-624-6 EK 7011 Formamide, N-methyl- Formic acid amide, N-methyl- HSDB 100 Methylformamide Monomethylformamide N-Methyl formamide NSC 3051 X 188,... 

Let us now consider the same H-bonded complexes but with a peptide link, which will be modelled by N-methyl-formamide (NMF), connecting A to D. As mentioned above, the key point here is the effect of a nonsymmetrical covalent proton interface, whose tautomeric form P-H is significantly at higher energy than that of the normal form. 

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