Conditions | Yield |
---|---|
With aluminum oxide; sulfuric acid at 45 - 80℃; for 2.5h; | 93% |
Conditions | Yield |
---|---|
With cast-iron; mineral acid |
Conditions | Yield |
---|---|
With hydrogenchloride at 180℃; | |
With sodium amalgam |
Conditions | Yield |
---|---|
With hydrogenchloride; ethanol; tin(ll) chloride |
5-amino-2-bromo-benzenesulfonic acid
3-aminobenzenesulfonic acid
Conditions | Yield |
---|---|
With zinc |
Conditions | Yield |
---|---|
With water; nickel; hydrazine hydrate | |
With sodium hydroxide; dihydrogen peroxide In water; 3-Nitrobenzenesulfonic acid | |
With hydrogen at 90℃; under 7500.75 Torr; for 1.41667h; pH=7.5 - 8.5; Temperature; Pressure; Reagent/catalyst; Autoclave; |
Conditions | Yield |
---|---|
With sulfuric acid bei der elektrolytischen Reduktion; | |
With hydrogenchloride; tin(ll) chloride | |
With hydrogen bromide; stannic bromide |
m-sulfanilic acid diazonium salt
3-hydrazino-benzenesulfonic acid
A
3-azido-benzenesulfonic acid
B
3-aminobenzenesulfonic acid
Conditions | Yield |
---|---|
With water |
Conditions | Yield |
---|---|
With sulfuric acid; hydroxylamine sulfate; iron(II) sulfate at 100 - 175℃; |
2-amino-1-benzenesulfonic acid
A
3-aminobenzenesulfonic acid
B
4-aminobenzene sulfonic acid
Conditions | Yield |
---|---|
With sulfuric acid at 180℃; Title compound not separated from byproducts; | |
With sulfuric acid; acetic acid at 180℃; Rate constant; Thermodynamic data; Kinetics; reaction with mercuric sulfate, var. conc. of sulfuric acid; Ea; | |
With sulfuric acid; mercury(II) sulfate at 190℃; for 25h; Product distribution; Kinetics; Thermodynamic data; other time, other temp., other conc. of sulfuric acid, other conc. of HgSO4; |
Conditions | Yield |
---|---|
With sulfuric acid at 90℃; Kinetics; Rate constant; Thermodynamic data; other temp.(90 - 210 deg C); other conc.H2SO4 (80.06 - 99.71percent); E-activation; |
aniline sulfate
A
2-amino-1-benzenesulfonic acid
B
3-aminobenzenesulfonic acid
C
4-aminobenzene sulfonic acid
Conditions | Yield |
---|---|
With sulfuric acid at 40℃; Product distribution; Rate constant; Thermodynamic data; var. temperature, var. reaction time, var. ratio of reagents, presence of tetrabisulfatoboric acid, ΔE(activ.); | |
With sulfuric acid at 180℃; for 7h; Thermodynamic data; Kinetics; Product distribution; ΔE(act.), various time, various temperature, various excess of H2SO4; | |
With sulfur trioxide; mercury(II) sulfate at 7.6℃; for 0.5h; Thermodynamic data; Mechanism; Product distribution; E(activ.), various temperature, SO3 and HgSO4 concentration; |
sodium phenylsulfamate
A
2-amino-1-benzenesulfonic acid
B
3-aminobenzenesulfonic acid
C
aniline
D
4-aminobenzene sulfonic acid
Conditions | Yield |
---|---|
In methanol for 0.0166667h; Product distribution; Irradiation; | A 22.2 % Chromat. B 5.1 % Chromat. C 27.0 % Chromat. D 39.4 % Chromat. |
In methanol Product distribution; Mechanism; Irradiation; varying solvents; | A 22.0 % Chromat. B 5.1 % Chromat. C 27.0 % Chromat. D 39.4 % Chromat. |
dianilunium sulphate
A
2-amino-1-benzenesulfonic acid
B
3-aminobenzenesulfonic acid
C
4-aminobenzene sulfonic acid
Conditions | Yield |
---|---|
With sulfuric acid; mercury(II) sulfate at 60℃; for 1h; Title compound not separated from byproducts; | A 2.8 % Spectr. B 43.8 % Spectr. C 53.4 % Spectr. |
With sulfuric acid; sulfur trioxide at 90℃; for 5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; | |
With sulfuric acid at 90℃; for 5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; | |
With sulfuric acid; mercury(II) sulfate at 60℃; for 1h; Product distribution; variation of reagent conc., time, temperature, and catalyst rate; | A 2.8 % Spectr. B 43.8 % Spectr. C 53.4 % Spectr. |
aniline
A
2-amino-1-benzenesulfonic acid
B
3-aminobenzenesulfonic acid
C
4-aminobenzene sulfonic acid
Conditions | Yield |
---|---|
With sulfuric acid at 180℃; for 7h; Yield given. Yields of byproduct given; | |
With sulfuric acid; mercury(II) sulfate at 100℃; for 1h; Title compound not separated from byproducts; | A 2.4 % Spectr. B 32.0 % Spectr. C 65.6 % Spectr. |
With sulfuric acid at 90℃; Kinetics; Rate constant; Thermodynamic data; other temp.(90 - 210 deg C); other conc.H2SO4 (80.06 - 99.71percent); E-activation; |
Conditions | Yield |
---|---|
With sulfuric acid; acetic acid at 180℃; Rate constant; Thermodynamic data; Kinetics; reaction with mercuric sulfate, var. conc. of sulfuric acid; Ea; | |
With sulfuric acid; mercury(II) sulfate at 190℃; for 25h; Product distribution; Kinetics; Thermodynamic data; other time, other temp., other conc. of sulfuric acid, other conc. of HgSO4; |
4-aminobenzene sulfonic acid
A
2-amino-1-benzenesulfonic acid
B
3-aminobenzenesulfonic acid
Conditions | Yield |
---|---|
With sulfuric acid at 180℃; Title compound not separated from byproducts; | |
With sulfuric acid at 180℃; Rate constant; Kinetics; other temperatures; other conc. of H2SO4; E(activ.); | |
With sulfuric acid at 190℃; Product distribution; Rate constant; var. ratio of reactants, object of study - isomerization; | |
With sulfuric acid at 180℃; Thermodynamic data; Rate constant; E(excit.); |
Conditions | Yield |
---|---|
With sulfuric acid; mercury(II) sulfate In water at 45℃; Product distribution; Rate constant; Kinetics; Variation of temperature.; |
3-aminobenzenesulfonic acid
Conditions | Yield |
---|---|
With alkali stannite |
sulfuric acid
sulfur trioxide
aniline
3-aminobenzenesulfonic acid
Conditions | Yield |
---|---|
beim Behandeln von Anilin-sulfat; |
Conditions | Yield |
---|---|
Reduktion der Alkalisalze; ueber mehrere Stufen; |
Conditions | Yield |
---|---|
Reduktion der Alkalisalze; bei Abwesenheit von Schwefelwasserstoff; |
Conditions | Yield |
---|---|
Reduktion der Alkalisalze; bei Abwesenheit von Schwefelwasserstoff; |
Conditions | Yield |
---|---|
Hydrogenation; |
3-aminobenzenesulfonic acid
Conditions | Yield |
---|---|
With sodium hydrogensulfide | |
With sodium hydrogensulfide; hydrogen sulfide nachfolgend Zusatz von Natronlauge; |
hydrogen bromide
3-Nitrobenzenesulfonic acid
3-aminobenzenesulfonic acid
Conditions | Yield |
---|---|
Kinetics; |
3-aminobenzenesulfonic acid
Conditions | Yield |
---|---|
Stage #1: 3-aminobenzenesulfonic acid With sodium nitrite In water at 30℃; Acidic conditions; Flow reactor; Stage #2: With sodium sulfite In water at 100 - 120℃; Stage #3: With sulfuric acid In water at 125℃; Time; | 96.6% |
3-aminobenzenesulfonic acid
Conditions | Yield |
---|---|
Stage #1: 3-aminobenzenesulfonic acid With sodium nitrite In water at 30℃; Acidic conditions; Flow reactor; Stage #2: With sodium sulfite In water at 90 - 110℃; Stage #3: With hydrogenchloride In water at 120℃; Time; | 95.6% |
Conditions | Yield |
---|---|
In tetrahydrofuran at -78 - 20℃; Inert atmosphere; | 95% |
2-nitro-4-(trifluoromethyl)phenylisocyanate
3-aminobenzenesulfonic acid
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide Inert atmosphere; | 95% |
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 80℃; for 8h; Inert atmosphere; | 79% |
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran; water at 20℃; | 95% |
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran; water at 20℃; | 94% |
3-aminobenzenesulfonic acid
silver(l) oxide
[Ag(3-aminobenzosulfonate)]
Conditions | Yield |
---|---|
In water acid (2 mmol0 and Ag2O (1 mmol) stirred for 2 h; filtered, crystd. on slow evapn. overnight, elem. anal.; | 92% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 4h; | 90% |
3-aminobenzenesulfonic acid
3,5-ditrifluoromethylisocyanate
N-ethyl-N,N-diisopropylamine
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 8h; | 90% |
3-aminobenzenesulfonic acid
N-ethyl-N,N-diisopropylamine
benzyl isothiocyanate
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 8h; | 90% |
4'-methylbiphenyl-2-carboxylic acid chloride
3-aminobenzenesulfonic acid
N-ethyl-N,N-diisopropylamine
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 4h; | 89% |
tetranitromethane
3-aminobenzenesulfonic acid
A
potassium trinitromethanide
B
dipotassium salt of N-nitrometanilic acid
Conditions | Yield |
---|---|
With potassium hydroxide In water at 25℃; for 30h; | A n/a B 87% |
tetranitromethane
3-aminobenzenesulfonic acid
A
cesium salt of trinitromethane
B
dicesium salt of N-nitrometanilic acid
Conditions | Yield |
---|---|
With cesium hydroxide In water at 25℃; for 30h; | A n/a B 87% |
tetranitromethane
3-aminobenzenesulfonic acid
A
disodium salt of N-nitrometanilic acid
Conditions | Yield |
---|---|
With sodium hydroxide In water at 25℃; for 30h; | A 87% B n/a |
tetranitromethane
3-aminobenzenesulfonic acid
A
dirubidium salt of N-nitrometanilic acid
Conditions | Yield |
---|---|
With rubidium hydroxide In water at 25℃; for 30h; | A 87% B n/a |
1-isocyanato-4-chloro-2-nitrobenzene
3-aminobenzenesulfonic acid
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃; for 5h; Inert atmosphere; | 87% |
Conditions | Yield |
---|---|
In water; acetonitrile at 70 - 75℃; for 6h; pH=6 - 8; | 86.8% |
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran; water at 20℃; | 86% |
naproxen chloride
3-aminobenzenesulfonic acid
N-ethyl-N,N-diisopropylamine
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 4h; | 86% |
Pentaerythritol tetranitrate
3-aminobenzenesulfonic acid
A
pentrinitrol
B
dipotassium salt of N-nitrometanilic acid
Conditions | Yield |
---|---|
With potassium hydroxide In water; acetone at 60℃; for 0.5h; | A n/a B 85% |
Pentaerythritol tetranitrate
3-aminobenzenesulfonic acid
A
pentrinitrol
B
dicesium salt of N-nitrometanilic acid
Conditions | Yield |
---|---|
With cesium hydroxide In water; acetone at 60℃; for 0.5h; | A n/a B 85% |
Pentaerythritol tetranitrate
3-aminobenzenesulfonic acid
A
pentrinitrol
B
dirubidium salt of N-nitrometanilic acid
Conditions | Yield |
---|---|
With rubidium hydroxide In water; acetone at 60℃; for 0.5h; | A n/a B 85% |
[1,1'-biphenyl]-2-yl-isocyanate
3-aminobenzenesulfonic acid
N-ethyl-N,N-diisopropylamine
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 8h; | 84% |
Conditions | Yield |
---|---|
With sodium carbonate In chloroform; water at 0 - 25℃; | 82% |
Conditions | Yield |
---|---|
Stage #1: 3-aminobenzenesulfonic acid With sodium hydroxide In methanol for 1h; Reflux; Stage #2: salicylaldehyde at 20℃; for 2h; | 82% |
3-aminobenzenesulfonic acid
3,4-dichlorophenyl isocyanate
N-ethyl-N,N-diisopropylamine
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 8h; | 82% |
pyridine-2-carbaldehyde
tetramethylammonium hydroxide pentahydrate
3-aminobenzenesulfonic acid
Conditions | Yield |
---|---|
In water at 50℃; for 12h; Schlenk technique; | 80% |
3-aminobenzenesulfonic acid
N-ethyl-N,N-diisopropylamine
3,5-dimethylphenyl isocyanate
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 8h; | 80% |
tetranitromethane
3-aminobenzenesulfonic acid
A
dilithium salt of N-nitrometanilic acid
Conditions | Yield |
---|---|
With lithium hydroxide In water at 25℃; for 30h; | A 77% B n/a |
The Metanilic acid is an organic compound with the formula C6H7NO3S. The IUPAC name of this chemical is 3-aminobenzenesulfonic acid. With the CAS registry number 121-47-1, it is also named as benzenesulfonic acid, 3-amino-. The product's categories are Intermediates of Dyes and Pigments; Inorganic & Organic Chemicals. Besides, it is a white powder, which should be stored in a dark and closed place. It is used as dye intermediates, which is for the preparation of acid and reactive dye.
Physical properties about Metanilic acid are: (1)/LogP: -1.06; (2)ACD/LogD (pH 5.5): -4.48; (3)ACD/LogD (pH 7.4): -4.56; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 4; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 54.99 Å2; (12)Index of Refraction: 1.629; (13)Molar Refractivity: 40.71 cm3; (14)Molar Volume: 114.4 cm3; (15)Polarizability: 16.14×10-24cm3; (16)Surface Tension: 67.5 dyne/cm; (17)Density: 1.512 g/cm3.
Preparation: this chemical can be prepared by nitrobenzene through sulfonation, reduction and acid analysis.
Uses of Metanilic acid : it can be used to produce CN3O6(1-)*Cs(1+) and dicesium salt of N-nitrometanilic acid at temperature of 25 °C. It will need reagent cesium hydroxide 30 hours. The yield is about 87%.
When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed. After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer). When you are using it, avoid contact with eyes and do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer).
You can still convert the following datas into molecular structure:
(1)SMILES: O=S(=O)(O)c1cccc(N)c1
(2)InChI: InChI=1/C6H7NO3S/c7-5-2-1-3-6(4-5)11(8,9)10/h1-4H,7H2,(H,8,9,10)
(3)InChIKey: ZAJAQTYSTDTMCU-UHFFFAOYAN
(4)Std. InChI: InChI=1S/C6H7NO3S/c7-5-2-1-3-6(4-5)11(8,9)10/h1-4H,7H2,(H,8,9,10)
(5)Std. InChIKey: ZAJAQTYSTDTMCU-UHFFFAOYSA-N
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