5901-56-4

Basic information

• Product Name: N-4-nitrophenylguanidine
• Synonyms: N-4-nitrophenylguanidine;1-(4-Nitrophenyl)guanidine;1-(p-Nitrophenyl)guanidine;Einecs 227-594-6
• CAS NO: 5901-56-4
• Molecular Formula: C₇H₈N₄O₂
• Molecular Weight: 180.16402
• EINECS: 227-594-6
• Mol File: 5901-56-4.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 407.6°Cat760mmHg
• Flash Point: 200.3°C
• Appearance: /
• Density: 1.49g/cm³
• Vapor Pressure: 7.45E-07mmHg at 25°C
• Refractive Index: 1.666
• CAS DataBase Reference: N-4-nitrophenylguanidine(CAS DataBase Reference)
• NIST Chemistry Reference: N-4-nitrophenylguanidine(5901-56-4)
• EPA Substance Registry System: N-4-nitrophenylguanidine(5901-56-4)

Safety Data

• Hazardous Substances Data: 5901-56-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H8N4O2/c8-7(9)10-5-1-3-6(4-2-5)11(12)13/h1-4H,(H4,8,9,10)

Upstream product

• 506-93-4 guanidine nitrate 
• 98-74-8 4-Nitrobenzenesulfonyl chloride 
• 100-01-6 4-nitro-aniline 
• 636-98-6 p-nitrobenzene iodide 
• 18905-24-3 p-aminophenylguanidine 
• 152120-58-6 N,N′-bis(tert-butoxycarbonyl)-N′′-(4-nitrophenyl)guanidine 
• 42249-51-4 N-(4-nitrobenzenesulfonyl)guanidine 
• 67-64-1 acetone 
• 867-44-7 S-Methylisothiourea sulfate 
• 420-04-2 CYANAMID 

Downstream Products

• 32503-05-2 1-(4-chlorophenyl)-3-(4-nitrophenyl)guanidine 
• 1381848-15-2 1-(2-methoxyphenyl)-3-(4-nitrophenyl)guanidine 
• 1381848-14-1 1-(4-nitrophenyl)-3-(m-tolyl)guanidine 
• 1381848-13-0 1-(4-methoxyphenyl)-3-(4-nitrophenyl)guanidine 
• 1381848-16-3 methyl 4-(3-(4-Nitrophenyl)guanidino)benzoate 
• 1612217-63-6 C₁₇H₁₄N₄O₃ 
• 26946-70-3 N-(4-nitrophenyl)-1H-benzo[d]imidazol-2-amine 
• 1612217-77-2 C₁₆H₁₀Cl₂N₄O₂ 
• 1612217-73-8 C₁₆H₁₀Cl₂N₄O₂ 
• 1612217-70-5 C₁₆H₁₁BrN₄O₂ 
• 1612217-65-8 4-(4-fluorophenyl)-N-(4-nitrophenyl)pyrimidin-2-amine 
• 1415509-29-3 C₁₉H₁₆N₆O₂ 
• 1415509-23-7 C₁₈H₁₄N₆O₂ 
• 21226-34-6 N-(4-nitrophenyl)-4-nitrobenzenesulfonamide 

Relevant articles and documents

The utilization of ball milling in synthesis of aryl guanidines through guanidinylation and N-Boc-deprotection sequence

Solid state ball milling was used in guanidinylation reactions of aromatic amines with N,N′-Di-Boc-1H-pyrazole-1-carboxamidine reagent. Reaction conditions are advantageous, and in general reactions proceed in significantly shorter reaction times and in higher yields than under the conventional solution conditions. Mechanochemical conditions were also successfully applied to the cleavage of N-Boc protecting group.

Synthesis of symmetrical and unsymmetrical N, N ′-diaryl guanidines via copper/N-methylglycine-catalyzed arylation of guanidine nitrate

CuI/N-methylglycine-catalyzed coupling reaction of guanidine nitrate with both aryl iodides and bromides takes place at 70-100 °C, affording symmetrical N,N′-diaryl guanidines with good to excellent yields. Unsymmetrical N,N′-diaryl guanidines can be assembled via monoarylation of guanidine nitrate with aryl iodides bearing a strong electron-withdrawing group and subsequent coupling with another aryl iodide.

Structural and biochemical basis for the firm chemo- and regioselectivity of the nitro-forming N-oxygenase AurF

Site-directed mutagenesis based on the crystal structure of AurF, a nitro group forming monooxygenase from Streptomyces thioluteus, revealed that AurF variants are capable of selectively transforming guanidyl- and amidinyl-substituted anilines into the corresponding nitro compounds. Our results provide new insights into the biochemical basis of regioselective N-oxygenation. The Royal Society of Chemistry.