With dimethylamine

Fig. 2. Functional groups on modified polyacrylamides (a) formed by reaction with dimethylamine and formaldehyde (Mannich reaction) (b), quatemized Mannich amine (c), carboxylate formed by acid or base-cataly2ed hydrolysis or copolymerization with sodium acrylate and (d), hydroxamate formed by...

There are two processes used commercially for DMF manufacture. A two-step process iavolves carbonylation of methanol [67-56-1] to methyl formate [107-31 -3] and reaction of the formate with dimethylamine. 

Linear alpha-olefins are the source of the largest volume of ahphatic amine oxides. The olefin reacts with hydrogen bromide in the presence of peroxide catalyst, to yield primary alkyl bromide, which then reacts with dimethylamine to yield the corresponding alkyl dimethyl amine. Fatty alcohols and fatty acids are also used to produce amine oxides (Fig. 1). 

Industrially important alkaU salts result if alkaU hydroxide is present, such as the reaction with dimethylamine [124-40-3] forming sodium dimethyl... 

This procedure is based on the method of Lindsay and Hauser as modified slightly by Osgerby and Pauson. N,N-dimethyl-aminomethylferrocene methiodide has also been prepared by heating formylferrocene with dimethylamine and hydrogen in the presence of Raney nickel catalyst to give dimethylamino-methylferrocene, which was quaternized with methyl iodide. ... 

This has been confirmed by Spath and Lorenz, who have shown that dihydro-0-conhydrinemethine must be a-dimethylamino-octan-j8-ol, MejN. CHj. CHOH. CHa. (CHa). CHj, since it is oxidised by chromic acid in acetic acid to a-dimethylamino-octan-(3-one, which has been synthesised from w-heptoylchloride by the action of diazomethane in ether, and treatment of the resulting a-chloro-w-octan-(3-one with dimethylamine. 

Fluoride ion produced from the nucleophilic addition-elimination reactions of fluoroolefins can cataly7e isomerizations and rearrangements The reaction of per fluoro-3-methyl-l-butene with dimethylamine gives as products 1-/V,/Vdimeth-ylamino-1,1,2,2,4,4,4-heptafluoro-3-trifluoromethylbutane, N,W-dimetliyl-2,2,4,4,4-pentafluoro 3 trifluoromethylbutyramide, and approximately 3% of an unidentified olefin [10] The butylamide results from hydrolysis of the observed tertiary amine, and thus they share a common intermediate, l-Al,A -dimethylamino-l,l 24 44-hexafluoro-3-trifluoromethyl-2-butene, the product from the initial addition-elimination reaction (equation 4) The expected product from simple addition was not found... 

Sodium methyl mercaptide in xylene was reported to react (25°, 2 hr) in a stepwise fashion with 3,5-dichloro-as-triazine to yield the 3-methylthio-5-chloro and then (70°, 2 hr) the 3,5-bis-methylthio derivatives. However, the structure of the former is very likely to be 307. With dimethylamine in benzene (25°, 5 min), ethyleneimine in ether (25°, 3 min), and alcoholic ammonia (25°, few min), this dichloro derivative was assumed to form 3-amino derivatives. The high reactivity of as-triazines is demonstrated by the facile ethoxylation... 

Condensation of ethyl acetoacetate with phenyl hydrazine gives the pyrazolone, 58. Methylation by means of methyl iodide affords the prototype of this series, antipyrine (59). Reaction of that compound with nitrous acid gives the product of substitution at the only available position, the nitroso derivative (60) reduction affords another antiinflammatory agent, aminopyrine (61). Reductive alkylation of 61 with acetone in the presence of hydrogen and platinum gives isopyrine (62). Acylation of 61 with the acid chloride from nicotinic acid affords nifenazone (63). Acylation of 61 with 2-chloropropionyl chloride gives the amide, 64 displacement of the halogen with dimethylamine leads to aminopropylon (65). ... 

Substitution of an additional nitrogen atom onto the three-carbon side chain also serves to suppress tranquilizing activity at the expense of antispasmodic activity. Reaction of phenothia zine with epichlorohydrin by means of sodium hydride gives the epoxide 121. It should be noted that, even if initial attack in this reaction is on the epoxide, the alkoxide ion that would result from this nucleophilic addition can readily displace the adjacent chlorine to give the observed product. Opening of the oxirane with dimethylamine proceeds at the terminal position to afford the amino alcohol, 122. The amino alcohol is then converted to the halide (123). A displacement reaction with dimethylamine gives aminopromazine (124). ... 

Alkylated sulfonamide groups have proven useful additions to the phenothiazine nucleus. The same seems to hold true in the thioxanthene series. Chlorosulfonation of the benzoic acid, 38, followed by displacement with dimethylamine affords the sulfonamide, 39. This is then taken on to the substituted thioxanthone (41) by the sequence of steps shown above Grignard condensation followed by dehydration gives thiothixine (42). 

First, dimethylamino-2-phenoxyethane was made by reacting chloro-2-phenoxyethane with dimethylamine. Benzyl chloride (10 grams) was then added to a solution of 1-dimethylamino-2-phenoxyethane (12.3 grams) in acetone (35 ml). The mixture warmed spontaneously and N-benzyl-N,N-dimethyl-N-2-phenoxyethylammonium chloride slowly crystallized. After 24 hours, this solid was filtered off, washed with fresh acetone and dried immediately in vacuo, MP 135°-136°C. 

Chloropyridine undergoes reaction with dimethylamine to yield 4-dimethyl-aminopyridine. Propose a mechanism for the reaction. 

Show the products you would obtain by acid-catalyzed reaction of 3-pentanone with methylamine, CH3NH2, and with dimethylamine, (CT NH. 

The Maunich reaction of a ketone, an amine, and an aldehyde is one of the few three-component reactions in organic chemistry. Cyclohexanone, for example, reads with dimethylamine and acetaldehyde to yield an amino ketone. The reaction takes place in two steps, both of which are typical carbonyl-group reactions. 

Condensation, of phosphorus trichloride with dimethylamine, 46, 42 of salicylaldehyde with chloroacetic add, 46, 28... 

Diamino-substituted complexes of type 37 were first obtained by Fischer et al. [12] in two steps via the 1,2-addition-elimination product 34 from di-methylamine and 35 (Scheme 6). The (3-aminoallenylidene)chromium complexes 36, which can be prepared either from 33 [47,48] or directly from 35 [33], can also be transformed to l,3-bis(dialkylamino)-substituted complexes of type 37 (e.g., R2=z Pr) by treatment with dimethylamine in excellent yields [33]. Although the complex 37 is accessible by further reaction of the complex 34 with dimethylamine, and 34 itself stems from the reaction of 35 with dimethylamine, the direct transformation of 33 to 37 could not be achieved [12]. In spite of this, heterocyclic carbene complexes with two nitrogens were obtained by reactions of alkynylcarbene complexes 35 with hydrazine [49] and 1,3-diamines [50]. 

Chloro-3-phenylethynylquinoxaline (91) with dimethylamine gave 2-dimethyl-amino-3-phenylethynylquinoxaline (90) (H2O, reflux, 4h 58%), but with neat ethanolamine, it gave 2-(2-hydroxyethylamino)-3-[p-(2-hydroxyethyla-mino)styryl]quinoxaline (92) (20°C, 8 h 91% note addition of the primary... 

A strain of Escherichia coli produces a naphthotriazole from 2,3-diaminonaphthalene and nitrite that is formed from nitrate by the action of nitrate reductase. The initial product is NO, which is converted by reactions with oxygen into the active nitrosylating agent that reacts chemically with the amine (Ji and Hollocher 1988). A comparable reaction may plausibly account for the formation of dimethylnitrosamine by Pseudomonas stutzeri during growth with dimethylamine in the presence of nitrite (Mills and Alexander 1976) (Figure 2.2f). 

Hydroaminomethylation of alkenes occurred to give both n- and /. so aliphatic amines catalyzed by [Rh(cod)Cl]2 and [Ir(cod)Cl]2 with TPPTS in aqueous NH3 with CO/H2 in an autoclave. The ratio of n-and /.soprimary amines ranged from 96 4 to 84 16.178 The catalytic hydroaminomethylation of long-chain alkenes with dimethylamine can be catalyzed by a water-soluble rhodium-phosphine complex, RhCl(CO) (Tppts)2 [TPPTS P(m-C6H4S03Na)3], in an aqueous-organic two-phase system in the presence of the cationic surfactant cetyltrimethy-lammonium bromide (CTAB) (Eq. 3.43). The addition of the cationic surfactant CTAB accelerated the reaction due to the micelle effect.179... 

A number of products in which one of the naphthalene rings has been reduced have interesting pharmacological properties. Reaction of tetralone 30 with dimethylamine under TiCl catalysis produces the corresponding enamine (31). Reaction with formic acid at room temperature effects reduction of the... 

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