sulfanilamide
chloroacetic acid
1,2-diamino-benzene
sulphaquinoxaline
Conditions | Yield |
---|---|
Stage #1: chloroacetic acid; 1,2-diamino-benzene With N'-methyl-N-heptylimidazolium hydroxide salt at 100℃; for 2h; Stage #2: sulfanilamide With trichlorophosphate at 100℃; for 3h; Concentration; Temperature; | 93% |
Conditions | Yield |
---|---|
With sodium hydroxide In water for 2h; Heating; | 91.2% |
With hydrogenchloride; ethanol; water |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 31.6 percent / pyridine / 25 °C 2: 91.2 percent / NaOH / H2O / 2 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: pyridine 2: water; ethanol; HCl View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 31.6 percent / pyridine / 25 °C 2: 91.2 percent / NaOH / H2O / 2 h / Heating View Scheme |
2-aminoquinoxaline-3-carboxylic acid
sulphaquinoxaline
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: nitrobenzene 2: pyridine 3: water; ethanol; HCl View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: pyridine 2: water; ethanol; HCl View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: water; H2SO4 2: pyridine 3: water; ethanol; HCl View Scheme | |
Multi-step reaction with 4 steps 1: water; NH3 / 175 °C 2: nitrobenzene 3: pyridine 4: water; ethanol; HCl View Scheme |
Conditions | Yield |
---|---|
Stage #1: sulphaquinoxaline With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.0833333h; Green chemistry; Stage #2: diazepam With sodium acetate In ethanol; water Green chemistry; | 90% |
thiophosgene
sulphaquinoxaline
4-isothiocyanato-N-(quinoxalin-2-yl)benzenesulfonamide
Conditions | Yield |
---|---|
In water for 1h; | 86% |
4-isothiocyanato-N-(1-phenyl-1H-pyrazol-5-yl)benzenesulfonamide
sulphaquinoxaline
N-(1-phenyl-1H-pyrazol-5-yl)-4-(3-(4-(N-quinoxalin-2-ylsulfamoyl)phenyl)thioureido)benzenesulfonamide
Conditions | Yield |
---|---|
With triethylamine In 1,4-dioxane for 2h; Reflux; | 85% |
4-chlorobenzoquinazoline
sulphaquinoxaline
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide for 24h; Reflux; | 84% |
sulphaquinoxaline
((E)-3-(3-(dimethylamino)acryloyl))-2H-chromen-2-one
Conditions | Yield |
---|---|
In ethanol for 21h; Reflux; | 78% |
sulphaquinoxaline
Conditions | Yield |
---|---|
In ethanol for 18h; Reflux; | 78% |
2-chloro-6-methylnicotinonitrile
sulphaquinoxaline
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide for 18h; Reflux; | 77% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 22h; Reflux; | 76% |
sulphaquinoxaline
orthoformic acid triethyl ester
malononitrile
4-(2,2-dicyanovinylamino)-N-(quinoxalin-2-yl)benzensulfonamide
Conditions | Yield |
---|---|
With acetic acid In methanol for 5h; Reflux; | 65% |
sulphaquinoxaline
1-bromo-3-(10β-dihydroartemisinoxy)propane
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 8h; | 51% |
sulphaquinoxaline
orthoformic acid triethyl ester
ethyl 2-cyanoacetate
C20H17N5O4S
Conditions | Yield |
---|---|
With acetic acid In methanol for 5h; Reflux; | 50% |
sulphaquinoxaline
1-bromo-2-(10β-dihydroartemisinoxy)ethane
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 17h; | 50% |
Conditions | Yield |
---|---|
With triethylamine In toluene at 200℃; for 2h; Sealed tube; High pressure; | 6% |
succinic acid anhydride
sulphaquinoxaline
N-(4-quinoxalin-2-ylsulfamoyl-phenyl)-succinamic acid
sulphaquinoxaline
ethyl 2,3-dioxobutyrate
ethyl 2,3-dioxobutyrate-2-<(N1-2-quinoxalyl)sulfonamidophenyl>hydrazone
Conditions | Yield |
---|---|
With hydrogenchloride; sodium acetate; sodium nitrite 1.) water; 2.) ethanol; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With pyridine In 1,4-dioxane Ambient temperature; |
2-(3-bromo-phenyl)-quinoline-4-carbonyl chloride
sulphaquinoxaline
Conditions | Yield |
---|---|
With pyridine at 25℃; |
Conditions | Yield |
---|---|
With pyridine at 25℃; |
sulphaquinoxaline
4-chlorophenacetyl chloride
Conditions | Yield |
---|---|
With pyridine at 25℃; |
Conditions | Yield |
---|---|
With pyridine at 25℃; |
sulphaquinoxaline
2,4-dichlorophenylacetyl chloride
Conditions | Yield |
---|---|
With pyridine at 25℃; |
sulphaquinoxaline
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: pyridine / dioxane / Ambient temperature 2: N-bromosuccinimide, pyridine / dioxane / 3 h / Ambient temperature View Scheme |
Reported in EPA TSCA Inventory.
The IUPAC name of Sulfaquinoxaline is 4-amino-N-quinoxalin-2-ylbenzenesulfonamide. With the CAS registry number 59-40-5, it is also named as 2-(p-Sulfanilamido)quinoxaline. The product's categories are Intermediates & Fine Chemicals; Pharmaceuticals; Sulfur & Selenium Compounds. It is light yellow crystalline powder which is insoluble in water, ethanol and acetone, soluble in alkaline solution. When heated to decomposition it emits very toxic fumes of NOx and SOx. Additioanlly, this chemical should be sealed in the container.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.63; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.57; (4)ACD/LogD (pH 7.4): -0.48; (5)ACD/BCF (pH 5.5): 1.52; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 45.01; (8)ACD/KOC (pH 7.4): 4.07; (9)#H bond acceptors: 6; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.733; (13)Molar Refractivity: 80.7 cm3; (14)Molar Volume: 201.3 cm3; (15)Polarizability: 31.99×10-24 cm3; (16)Surface Tension: 83.7 dyne/cm; (17)Enthalpy of Vaporization: 83.13 kJ/mol; (18)Vapour Pressure: 3.42E-12 mmHg at 25°C; (19)Rotatable Bond Count: 3; (20)Tautomer Count: 2; (21)Exact Mass: 300.068096; (22)MonoIsotopic Mass: 300.068096; (23)Topological Polar Surface Area: 106; (24)Heavy Atom Count: 21; (25)Complexity: 442.
Preparation of Sulfaquinoxaline: Using o-phenylenediamine as raw material. Firstly, o-phenylenediamine reacts with sodium cyanide, formaldehyde in acidic media to obtain N-cyanomethyl-o-phenylenediamine. Secondly, the cyclization of N-cyanomethyl-o-phenylenediamine and potassium hydroxide to generate 2-amino-3,4-dihydro-yl. Thirdly, using hydrogen peroxide to dehydrogenize in the presence of ferrous chloride to get 2-amino-quinoxaline. Finally, after condensation and hydrolysis with acetylsulfanilyl chloride
sulfonamides, we can get the product.
Uses of Sulfaquinoxaline: It is a veterinary medicine which can be given to cattle and sheep to treat coccidiosis. It is also used as an animal-specific broad-spectrum antimicrobial agent, which is more toxic to mammals.
When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed. And it also may cause sensitization by inhalation and skin contact, so people should not breathe dust. If you want to contact this product, you must wear suitable protective clothing and gloves. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
People can use the following data to convert to the molecule structure.
1. SMILES:O=S(=O)(c1ccc(N)cc1)Nc2nc3ccccc3nc2
2. InChI:InChI=1/C14H12N4O2S/c15-10-5-7-11(8-6-10)21(19,20)18-14-9-16-12-3-1-2-4-13(12)17-14/h1-9H,15H2,(H,17,18)
3. InChIKey:NHZLNPMOSADWGC-UHFFFAOYAA
The following are the toxicity data which has been tested.
Organism Test Type Route Reported Dose (Normalized Dose) Effect Source mouse LD50 oral 15gm/kg (15000mg/kg) "Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc of Chemistry, 1983-86Vol. A370, Pg. 1983, rat LD50 oral 1370mg/kg (1370mg/kg) Personal Communication from W.M. Mahlburg, Hopkins Agricultural Chemical Co., P.O. Box 7532, Madison, WI 53707, Nov. 16, 1982Vol. 16NOV1982,
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