98398-22-2

Upstream product

• 5841-70-3 phenyl(formyl)acetonitrile 
• 137406-88-3 Bis-(1-benzotriazol-1-yl-2-phenyl-propyl)-amine 
• 100-42-5 styrene 
• 201230-82-2 carbon monoxide 
• 64-17-5 ethanol 
• 1459-00-3 1-bromo-2-phenylpropane 
• 34713-70-7 2-Phenylpropanal 
• 124-40-3 dimethyl amine 

Relevant academic research and scientific papers

Dimethylamine as a Substrate in Hydroaminoalkylation Reactions

Transition-metal-catalyzed hydroaminoalkylations of alkenes have made great progress over the last decade and are heading to become a viable alternative to the industrial synthesis of amines through hydroformylation of alkenes and subsequent reductive amination. In the past, one major obstacle of this progress has been an inability to apply these reactions to the most important amines, methylamine and dimethylamine. Herein, we report the first successful use of dimethylamine in catalytic hydroaminoalkylations of alkenes with good yields. We also report applicability for a variety of alkenes to show the tolerance of the reaction towards different functional groups. Additionally, we present a catalytic dihydroaminoalkylation reaction using dimethylamine, which has never been reported before.

Selective synthesis of secondary amines by Pt nanowire catalyzed reductive amination of aldehydes and ketones with ammonia

The process of the reductive amination of aldehydes or ketones in the presence of ammonia using unsupported ultra-thin Pt nanowires has been developed. This catalytic system shows high activity and selectivity under mild reaction conditions.

Chemoselective reductive alkylation of ammonia with carbonyl compounds: Synthesis of primary and symmetrical secondary amines

An efficient, general procedure for highly chemoselective reductive mono-alkylation of ammonia with ketones is reported. Treatment of ketones with ammonia in ethanol and titanium(IV) isopropoxide, followed by in situ sodium borohydride reduction, and a straightforward workup afforded primary amines in good to excellent yields. Reductive alkylation of ammonia with aldehydes, on the other hand, afforded the corresponding symmetrical secondary amines selectively.

Microwave-assisted synthesis of primary amine HX salts from halides and 7 M ammonia in methanol

The atom economical synthesis of hydrogen halide salts of primary amines, directly from the corresponding halides, avoids the production of significant amounts of secondary amine side products, and requires only evaporation of the solvent to access the products in yields generally greater than 90%. The procedure uses microwave irradiation in 7 M ammonia in methanol (Aldrich) at 130°C from 0.5 to 2.5h and works on a variety of alkyl halides, as well as mesylates and tosylates. Benzylamines are obtained from benzyl halides without significant amounts of the secondary amine side products that result without microwave heating. Direct isolation of even highly volatile primary amines as their hydrogen halide salts makes the method ideal for use in parallel synthesis.

Selective one-pot synthesis of symmetrically and unsymmetrically substituted amines via rhodium catalysed multiple alkylations of ammonia or primary amines under hydroformylation conditions

Symmetrically and unsymmetrically substituted secondary and tertiary amines are selectively prepared in high yields by a one-pot multiple alkylation procedure from ammonia or primary amines with styrenes and/or cyclic olefins, carbon monoxide and hydrogen

Convenient preparations of imines and symmetrical secondary amines possessing primary or secondary alkyl groups

Hindered alkyl aldehydes react with benzotriazole and ammonia in dry ethanol or methanol to yield the corresponding bis[1-(benzotriazol-1-yl)alkyl]amines 2. The reaction of aryl aldehydes, however, yields 1-(benzotriazol-1-yl)-N-alkylidenealkylamines 3. The reactions of adducts 2 and 3 with lithium aluminum hydride furnishes dialkyl- and dibenzylamine derivatives 4. Although the reactions of 2 and 3 with organometallic reagents are not as general, in several cases the reactions of amines 2 with Grignard reagents yield 1-alkyl or aryl substituted N-alkylidenealkylamines 5. Similar reactions of amines 2 with phenyl lithium afford 1,1'-diphenyldialkylamines 7.