20267-34-9

Usage

Chemical composition

1,2-Propanediamine molecule with a single hydrochloride ion attached.

Common uses

Building block in organic synthesis, reagent in chemical reactions, production of pharmaceuticals, dyes, and other industrial products.

Physical properties

Colorless, water-soluble solid.

Other characteristics

Highly hygroscopic and has a strong odor.

Hazardous nature

Considered to be a hazardous substance and should be handled with caution.

Upstream product

• 6531-31-3 4-methyl-imidazolidin-2-one 
• 90-02-8 salicylaldehyde 
• 7324-05-2 L-alanine amide 
• 71810-97-4 D-alaninamide hydrochloride 
• 78-90-0 1,2-diaminopropan 
• 146552-71-8 (S)-tert-butyl 1-aminopropan-2-ylcarbamate 

Downstream Products

• 121103-15-9 ((S)-2-aminopropyl)carbamic acid tert-butyl ester 
• 1083366-50-0 (2S)-[N,N'-bis(2'-hydroxy-3',5'-di-tert-butylbenzylidene)]-1,2-diaminopropane 
• 41013-25-6 (2S)-[N,N'-bis(2'-hydroxybenzylidene)]-1,2-diaminopropane 
• 112816-32-7 (R)-N-(2-toluenosulfonylamino-1-methyl-ethyl)-toluenesulfonamide 
• 333743-54-7 tert-butyl (R)-(2-aminopropyl)carbamate 
• 956124-84-8 2-[4-((R)-2-aminopropylamino)quinolin-2-yl]-4-chlorophenol 
• 78-90-0 (R)-1,2-diaminopropane 
• 85612-66-4 (R)-2-(3,4-Bis-benzyloxy-benzyl)-4-methyl-4,5-dihydro-1H-imidazole 
• 74827-75-1 (2,6-Dichloro-phenyl)-((R)-4-methyl-4,5-dihydro-1H-imidazol-2-yl)-amine 
• 74822-67-6 (R)-2-Benzyl-4-methyl-4,5-dihydro-1H-imidazole 
• 15250-41-6 (S)-N,N,N',N'-tetrakis[(hydroxycarbonyl)methyl]-1,2-diaminopropane 
• 85612-67-5 (S)-2-(3,4-Bis-benzyloxy-benzyl)-4-methyl-4,5-dihydro-1H-imidazole 
• 788772-71-4 (2,6-Dichloro-phenyl)-((S)-4-methyl-4,5-dihydro-1H-imidazol-2-yl)-amine 
• 389070-39-7 (4S)-2-benzyl-4-methyl-4,5-dihydro-1H-imidazole 

Relevant academic research and scientific papers

Preparation method of dexrazoxane

The invention aims to provide a simple and efficient preparation method of dexrazoxane. According to the present invention, 1, 2-propane diamine is adopted as an initial raw material, splitting is performed to obtain hydrochloride of (S)-1, 2-propane diamine, the hydrochloride and bromoacetate are subjected to condensation to prepare (S)-1, 2-diaminopropane-tetraacetate, amide is adopted as an ammonia source, and dexrazoxane is finally prepared. The method has advantages of high yield, mild reaction conditions, easy operation and less environmental pollution, and is beneficial to large-scale industrial production.

Synthesis, Characterization, and Optical Properties of New Organic–Inorganic Hybrid Perovskites [(NH3)2(CH2)3]CuCl4 and [(NH3)2(CH2)4]CuCl2Br

Organic–inorganic hybrid perovskites (OIHs) are exceptionally promising sector of novel materials for optoelectronic applications. Herein, the OIHs of the formula [(NH3)2(CH2)3]CuCl4 labeled by C

Dexrazoxane preparation method

The invention belongs to the field of drug synthesis, and provides a completely-new dexrazoxane preparation method, which comprises: carrying out a reaction on (S)-1,2-propanediamine ditartrate splitby using inexpensive and easily-available (+/-)-1,2-propanediamine as a starting raw material and using D-(-)-tartaric acid as a splitting agent and potassium chloride to obtain (S)-1,2-propanediaminedihydrochloride, carrying out condensation on the (S)-1,2-propanediamine dihydrochloride and chloroacetic acid to prepare (S)-N,N,N',N'-1,2-propanediaminetetraacetic acid, and finally carrying out cyclization to obtain dexrazoxane, wherein the total yield is 38.3%. According to the present invention, the route has advantages of simple reaction step, convenient post-treatment, no requirement of column chromatography separation, good product quality and the like.

Synthesis and properties of chiral internally branched PAMAM-dendrimers

Improved synthetic methodology for the synthesis of internally branched chiral poly(amidoamine) (PAMAM) dendrons and dendrimers has been developed and the compounds have been characterized by NMR spectroscopy, IR spectroscopy, and optical rotation measurements. The dendrons and dendrimers show increased degree of internal hydrogen bonding upon increasing generation and the presence of different types of amide-protons in the compounds is indicative of the existence of a tertiary structure in these PAMAM-dendrimers.

Simplified syntheses of the water-soluble chiral shift reagents Sm-(R)-pdta and Sm-(S)-pdta

The chiral shift reagents Sm-(R)-pdta and Sm-(S)-pdta, which are based on (R)- or (S)-1,2-diaminopropane-N,N,N′,N′-tetraacetic acid were synthesized from easily accessible compounds in three simple steps, which makes the method suitable for laboratory-scale production. In addition, a new and efficient method for the preparation of pure anhydrous (R)- or (S)-1,2-diaminopropane-N,N,N′,N′-tetraacetic acid was developed.

Synthesis of a water-soluble chiral NMR shift reagent: (S)-PDTA

A five-step synthesis of the water-soluble chiral polydentate ligand, (S)-PDTA [(S)-PDTA = N,N,N′,N′-tetrakis[(hydroxycarbonyl)methyl]-(S)-1,2-diaminopropane] starting from l-alanine has been worked out, via steps with retention of chirality. Total yield is 50.7% (average of ～88% for each step), while published methods report 33.4% total yield over four steps.

Asymmetric catalysis of carbon-carbon bond forming reactions using amino acid-derived C1-symmetrical salen ligands

Four amino acids (alanine, valine, phenylalanine and phenylglycine) have been converted into C1-symmetrical salen ligands and complexed to titanium, vanadium, copper and cobalt. The resulting complexes have been used as asymmetric catalysts for asymmetric cyanohydrin synthesis, asymmetric Strecker reactions, asymmetric synthesis of α-methyl amino acids and asymmetric Darzens condensations. Satisfactory levels of asymmetric induction were obtained from reactions in which the (salen)metal complex acts as a chiral Lewis acid, but low levels of asymmetric induction were obtained from reactions carried out under solid-liquid phase-transfer conditions.

Hydrolysis of cyclic ureas under microwave irradiation: Synthesis and characterization of 7,8-diaminopelargonic acid

A simple and efficient method for the synthesis of 7,8-diaminopelargonic acid, a key intermediate in the biotin biosynthesis pathway, is reported. The d-desthiobiotin powder was dissolved in concentrated hydrochloric acid, and the solution was exposed to microwave radiation of 2.45 GHz for varying lengths of time ranging from 60 s to 2 min. The product thus obtained was characterized by spectroscopic techniques and confirmed through bioassay. Further, the protocol was extended to the synthesis of several diamines from their corresponding cyclic ureas. The results show that the method is generally applicable and not only accelerates the hydrolysis reaction but also offers excellent yields. Copyright Taylor & Francis Group, LLC.

A new and facile route for the synthesis of chiral 1,2-diamines and 2,3-diamino acids

The synthesis of chiral diamines and diamino acids has been achieved from the corresponding N-arylsulfonyl aziridines through reaction with a chiral isocyanate and subsequent hydrolysis of 2-imidazolidinones. The method appears to be general and of wide applicability.