19777-67-4

Basic information

• Product Name: (R)-(+)-1,2-Diaminopropane dihydrochloride
• Synonyms: (R)-PROPYLENEDIAMINE DIHYDROCHLORIDE;R(+)-PROPYLENEDIAMINE DIHYDROCHLORIDE;(R)-1,2-PROPANEDIAMINE DIHYDROCHLORIDE;(R)-(+)-1,2-DIAMINOPROPANE DIHYDROCHLORIDE;(R)-1,2-DIAMINOPROPANE DIHYDROCHLORIDE;(R)-(+)-DIAMINOPROPANE DIHYDROCHLORIDE;(R)-(+)-DIAMINOPROPANE HYDROCHLORIDE;(R)-1,2-DIAMINOPROPANE 2HCL
• CAS NO: 19777-67-4
• Molecular Formula: C₃H₁₂N₂*2Cl
• Molecular Weight: 147.05
• Product Categories: Amines (Chiral);Chiral Building Blocks;Synthetic Organic Chemistry
• Mol File: 19777-67-4.mol
• Article Data: 16

Chemical Properties

• Melting Point: 241-244 °C(lit.)
• Boiling Point: 215.8 °C at 760 mmHg
• Flash Point: 84.3 °C
• Appearance: /
• Vapor Pressure: 2.39mmHg at 25°C
• Storage Temp.: Inert atmosphere,Room Temperature
• BRN: 5740937
• CAS DataBase Reference: (R)-(+)-1,2-Diaminopropane dihydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-1,2-Diaminopropane dihydrochloride(19777-67-4)
• EPA Substance Registry System: (R)-(+)-1,2-Diaminopropane dihydrochloride(19777-67-4)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/22
• Safety Statements: 26-36
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 19777-67-4(Hazardous Substances Data)

Usage

Description

(R)-(+)-1,2-Diaminopropane dihydrochloride is a chemical compound characterized by its two amine groups attached to a propane backbone in the (R)-enantiomeric form. It is recognized for its enantiomeric purity and versatility in organic synthesis, making it a crucial chiral building block in the production of pharmaceuticals, agrochemicals, and other fine chemicals. As a dihydrochloride salt, it exhibits high water solubility and stability, which broadens its applicability in various chemical reactions. Its chiral nature also plays a significant role in asymmetric synthesis and catalysis, enhancing its value in both industrial and academic settings.

Uses

Used in Pharmaceutical Industry:
(R)-(+)-1,2-Diaminopropane dihydrochloride is utilized as a chiral building block for the synthesis of enantiopure pharmaceuticals. Its enantiomeric purity ensures the production of high-quality drugs with desired biological activities and minimal side effects.
Used in Agrochemical Industry:
In the agrochemical sector, (R)-(+)-1,2-Diaminopropane dihydrochloride serves as a key intermediate in the synthesis of enantiomerically pure agrochemicals. This helps in developing effective and environmentally friendly pesticides and other agricultural products.
Used in Fine Chemicals Industry:
(R)-(+)-1,2-Diaminopropane dihydrochloride is employed as a versatile chiral building block in the synthesis of various fine chemicals. Its unique properties contribute to the development of high-quality specialty chemicals for diverse applications.
Used in Asymmetric Synthesis:
(R)-(+)-1,2-Diaminopropane dihydrochloride is used as a valuable chiral tool in asymmetric synthesis. Its enantiomeric purity and reactivity enable the production of enantiomerically enriched compounds, which are essential in various chemical and pharmaceutical processes.
Used in Catalysis:
In the field of catalysis, (R)-(+)-1,2-Diaminopropane dihydrochloride is applied as a chiral catalyst or ligand. Its unique stereochemistry allows for the selective transformation of reactants into desired products with high enantioselectivity and efficiency.
Overall, (R)-(+)-1,2-Diaminopropane dihydrochloride is a multifaceted compound with a wide range of applications across various industries, primarily due to its enantiomeric purity, water solubility, and stability. Its significance in the synthesis of enantiopure chemicals and materials makes it an indispensable asset in modern chemical research and development.

InChI:InChI=1/C3H10N2.ClH/c1-2-3(4)5;/h3H,2,4-5H2,1H3;1H

Upstream product

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

Downstream Products

• 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 
• 333743-54-7 tert-butyl (R)-(2-aminopropyl)carbamate 
• 1613696-59-5 (2R)-N¹-[4-(3,5-dimethyl-1,2-oxazol-4-yl)-2-nitrophenyl]propane-1,2-diamine 
• 78-90-0 (R)-1,2-diaminopropane 
• 956124-84-8 2-[4-((R)-2-aminopropylamino)quinolin-2-yl]-4-chlorophenol 
• 956122-24-0 Acetic acid 3-[4-((R)-2-amino-propylamino)-quinazolin-2-yl]-4-hydroxy-phenyl ester 
• 112816-32-7 (R)-N-(2-toluenosulfonylamino-1-methyl-ethyl)-toluenesulfonamide 
• 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 
• 121103-15-9 ((S)-2-aminopropyl)carbamic acid tert-butyl ester 

Relevant articles and documents

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.

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.

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.