Product Name

  • Name

    Sulfanilic acid

  • EINECS 204-482-5
  • CAS No. 121-57-3
  • Article Data241
  • CAS DataBase
  • Density 1.512 g/cm3
  • Solubility 0.1 g/100 mL (20 °C) in water
  • Melting Point >300 °C(lit.)
  • Formula C6H7NO3S
  • Boiling Point 500oC
  • Molecular Weight 173.192
  • Flash Point
  • Transport Information UN 2790 8/PG 3
  • Appearance greyish-white crystals or powder
  • Safety 26-36/37/39-45-37-24
  • Risk Codes 36/38-43-34
  • Molecular Structure Molecular Structure of 121-57-3 (Sulfanilic acid)
  • Hazard Symbols IrritantXi,CorrosiveC
  • Synonyms Benzenesulfonic acid,4-amino-;Benzenesulfonic acid, 4-amino-;4-Aminobenzenesulfonic acid;4-Aminobenzenesulfonate;p-aminophenylsulfonic acid;aniline-p-sulphonic acid;Aniline-4-sulfonic acid;p-Aminobenzenesulfonic acid;aniline-p-sulfonic acid;Rough sulfanilic acid;P-Aminobenzene Sulfonic acid;Para amino benzene sulphonic acid;4-Aminobenzene Sulfonic Acid;4-Anilinesulfonic acid;p-Amino Benzene Sulfonic acid;
  • PSA 88.77000
  • LogP 2.17750

Synthetic route

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With hydrazine In ethanol at 80℃; for 0.166667h; Catalytic behavior; chemoselective reaction;99.9%
With ammonium sulfide
With hydrogenchloride; tin(ll) chloride
aniline
62-53-3

aniline

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With sulfuric acid at 180 - 190℃; for 1.5h; Time; Autoclave;98%
With sulfuric acid for 0.0666667h; microwave irradiation;93%
With sodium hydrogensulfite; pyridinium chlorochromate In neat (no solvent) at 100℃; under 1500.15 Torr; for 0.0416667h; Reagent/catalyst; Microwave irradiation;92%
aniline
62-53-3

aniline

A

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

B

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With chlorosulfonic acid In 1,2-dichloro-benzene at 135℃; for 1h; Product distribution; Kinetics; Mechanism; E(activ), oth. temperatures;A 3.2%
B 96.8%
With sulfur trioxide In 1,2-dichloro-ethane at 5℃; Rate constant; Thermodynamic data; Product distribution; oth. temperature, E(activ.), var. ratios of reactants;
With sulfuric acid In 1,2-dichloro-benzene at 180℃; Kinetics; Thermodynamic data; Equilibrium constant; variation of molar ratio and temperature, Ea, ΔGo, ΔHo, ΔSo;
With sulfuric acid In 1,2-dichloro-benzene at 24.9℃; Thermodynamic data; Mechanism; Activation Free Energy, Enthalpy, Entropy of sulfonation and desulfonation;
1-amino-4-({[amino(imino)methyl]amino}sulfonyl)benzene
57-67-0

1-amino-4-({[amino(imino)methyl]amino}sulfonyl)benzene

A

bis(4-aminophenyl)disulfide
722-27-0

bis(4-aminophenyl)disulfide

B

sulfanilamide
63-74-1

sulfanilamide

C

aniline
62-53-3

aniline

D

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
In methanol for 76h; Product distribution; Mechanism; Irradiation; λ=254 nm;A n/a
B 4.4%
C 95.1%
D 2.7%
4-amino-phenol
123-30-8

4-amino-phenol

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With aluminum (III) chloride; o-toluenesulfonic acid at 110℃; for 2h; Temperature;94%
4-amino-3-fluorobenzenesulfonic acid
2369-25-7

4-amino-3-fluorobenzenesulfonic acid

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With hydrogen; sodium carbonate; palladium on activated charcoal In water for 16h;82.1%

A

aniline
62-53-3

aniline

B

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
at 200℃; under 40 Torr; for 1h;A n/a
B 61%
at 155℃; Kinetics; thermal decomposition, various temperature;
sodium 4-(4-diazenediyl-5-mercapto-3-methyl-1-phenyl-1,2-diazacyclopenta-2,4-diene)benzenesulfonate

sodium 4-(4-diazenediyl-5-mercapto-3-methyl-1-phenyl-1,2-diazacyclopenta-2,4-diene)benzenesulfonate

A

C20H20N6S2
77747-65-0

C20H20N6S2

B

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium dithionite In methanol; waterA 60%
B 28%
3-amino-benzenesulfonic acid, monosodium salt
1126-34-7

3-amino-benzenesulfonic acid, monosodium salt

A

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

B

aniline
62-53-3

aniline

C

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With disodium hydrogenphosphate; sodium dihydrogenphosphate In methanol for 0.0166667h; Product distribution; Mechanism; Irradiation; effect of solvent and pH;A 15.6%
B 37.2%
C 39.3%
With perchloric acid; NaH2PO4-Na2HPO4 buffer; sodium chloride In water for 0.0166667h; Product distribution; Mechanism; Irradiation;A 2.80 % Turnov.
B 6.43 % Turnov.
C 7.02 % Turnov.
sulphapyridine
144-83-2

sulphapyridine

A

2-aminopyridine
504-29-0

2-aminopyridine

B

bis(4-aminophenyl)disulfide
722-27-0

bis(4-aminophenyl)disulfide

C

p-nitrobenzenesulfonamide
6325-93-5

p-nitrobenzenesulfonamide

D

sulfanilamide
63-74-1

sulfanilamide

E

aniline
62-53-3

aniline

F

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
In methanol for 48h; Product distribution; Mechanism; Irradiation; λ=254 nm;A 15.6%
B n/a
C n/a
D 6.1%
E 29.1%
F 20.1%
2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With sulfuric acid at 180 - 190℃;
N,N'-Diphenyloxamid
620-81-5

N,N'-Diphenyloxamid

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With sulfuric acid
succinic acid
110-15-6

succinic acid

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

N-phenylbenzenesulfonamide
1678-25-7

N-phenylbenzenesulfonamide

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With sulfuric acid
4-diazobenzenesulfonic acid
305-80-6

4-diazobenzenesulfonic acid

p-toluidine hydrochloride
540-23-8

p-toluidine hydrochloride

A

p-methylbenzenediazonium chloride
2028-84-4

p-methylbenzenediazonium chloride

B

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

4-diazobenzenesulfonic acid
305-80-6

4-diazobenzenesulfonic acid

o-toluidine hydrochloride
636-21-5

o-toluidine hydrochloride

A

4-(4-amino-3-methyl-phenylazo)-benzenesulfonic acid
55994-15-5

4-(4-amino-3-methyl-phenylazo)-benzenesulfonic acid

B

o-toluene-diazonium chloride
2028-34-4

o-toluene-diazonium chloride

C

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

4-chloro-benzenesulfonic acid
98-66-8

4-chloro-benzenesulfonic acid

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With ammonium hydroxide; copper chloride at 170℃; unter Druck;
2-amino-5-sulfo-benzoic acid
3577-63-7

2-amino-5-sulfo-benzoic acid

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With water
4-(2-hydroxy-3,5-dimethyl-phenylazo)-benzenesulfonic acid
68941-04-8

4-(2-hydroxy-3,5-dimethyl-phenylazo)-benzenesulfonic acid

A

6-amino-2,4-xylenol
41458-65-5

6-amino-2,4-xylenol

B

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
durch Reduktion;
4-(3-nitro-phenylazo)-benzenesulfonic acid

4-(3-nitro-phenylazo)-benzenesulfonic acid

A

m-phenylenediamine
108-45-2

m-phenylenediamine

B

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
durch Reduktion;
N-(anilino-2-thio-oxalyl)-sulfanilic acid

N-(anilino-2-thio-oxalyl)-sulfanilic acid

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

2-nitro-4-(4'-sulfophenylazo)-phenol
67329-17-3

2-nitro-4-(4'-sulfophenylazo)-phenol

A

2,4-diaminophenol
95-86-3

2,4-diaminophenol

B

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
bei der Reduktion;
bei der Reduktion;
3,5-diamino-2-(4-sulfo-phenylazo)-benzoic acid

3,5-diamino-2-(4-sulfo-phenylazo)-benzoic acid

A

2,3,5-triamino-benzoic acid
609-87-0

2,3,5-triamino-benzoic acid

B

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With hydrogenchloride; tin
2-amino-5-(4-sulfo-phenylazo)-benzene-1,3-disulfonic acid

2-amino-5-(4-sulfo-phenylazo)-benzene-1,3-disulfonic acid

A

1,4-phenylenediamine-2,6-disulphonic acid
6409-48-9

1,4-phenylenediamine-2,6-disulphonic acid

B

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With hydrogenchloride; tin(ll) chloride
methyl orange
547-58-0

methyl orange

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With Pd-BaSO4; sodium acetate; acetic acid Hydrogenation;
With sodium dithionite; water
With sodium dithionite; ethanol
With hydrogen iodide
With sodium carbonate at 95℃; bei der elektrolytischen Reduktion;
N-methyl-N-phenyl-sulfanilic acid ; compound with aniline

N-methyl-N-phenyl-sulfanilic acid ; compound with aniline

A

benzhydrylidene(methyl)amine
552-82-9

benzhydrylidene(methyl)amine

B

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
at 210 - 215℃;
oxalic acid
144-62-7

oxalic acid

4-(4-hydroxy-[1]naphthylazo)-benzenesulfonic acid
574-69-6

4-(4-hydroxy-[1]naphthylazo)-benzenesulfonic acid

A

[1,4]naphthoquinone
130-15-4

[1,4]naphthoquinone

B

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With bacillus coli
meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With sulfuric acid
8-quinolinol
148-24-3

8-quinolinol

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

(E)-4-((8-hydroxyquinolin-5-yl)diazenyl)benzenesulfonic acid
574-70-9

(E)-4-((8-hydroxyquinolin-5-yl)diazenyl)benzenesulfonic acid

Conditions
ConditionsYield
Stage #1: 4-aminobenzene sulfonic acid With hydrogenchloride; sodium nitrite In water at -5℃; for 0.25h;
Stage #2: 8-quinolinol With sodium hydroxide In water
100%
With hydrogenchloride; sodium nitrite
With hydrogenchloride; sodium hydroxide; ethylenediaminetetraacetic acid; sodium nitrite In ethanol for 0.0833333h;
4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

4-diazobenzenesulfonic acid
305-80-6

4-diazobenzenesulfonic acid

Conditions
ConditionsYield
With nitrosylchloride under 750.075 Torr; for 24h;100%
With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 1h;67%
With sulfuric acid; sodium nitrite In water at 25℃; Rate constant; acid catalysis, further reactant 1M HClO4, var. acidities; add of Cl(1-), Br(1-), I(1-) and SCN(1-) as nucl. catalysts.;
4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

p-sulfobenzenediazonium chloride
6118-33-8

p-sulfobenzenediazonium chloride

Conditions
ConditionsYield
With hydrogenchloride; Nitrogen dioxide In water at 20℃; for 1h; Reagent/catalyst;100%
With hydrogenchloride; sodium nitrite In hydrogenchloride; water at 1.5℃; Rate constant;
With hydrogenchloride; sodium hydroxide; sodium nitrite In water for 0.25h; ice bath;
(R)-2-[3-tert-butoxycarbonylamino-4-(2,4,5-trifluorophenyl)butyryl]-3,4-dihydro-2H-pyrazole-3-carboxylic acid
1078736-39-6

(R)-2-[3-tert-butoxycarbonylamino-4-(2,4,5-trifluorophenyl)butyryl]-3,4-dihydro-2H-pyrazole-3-carboxylic acid

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

(R)-4-({2-[3-tert-butoxycarbonylamino-4-(2,4,5-trifluorophenyl)butyryl]-3,4-dihydro-2H-pyrazole-3-carbonyl}amino)benzenesulfonic acid
1078736-57-8

(R)-4-({2-[3-tert-butoxycarbonylamino-4-(2,4,5-trifluorophenyl)butyryl]-3,4-dihydro-2H-pyrazole-3-carbonyl}amino)benzenesulfonic acid

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 12h;100%
benzoyl chloride
98-88-4

benzoyl chloride

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

potassium 4-benzamidobenzenesulfonate

potassium 4-benzamidobenzenesulfonate

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran; water at 20℃;100%
m-Chlorobenzoyl chloride
618-46-2

m-Chlorobenzoyl chloride

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

potassium 4-(3-chlorobenzamido)benzenesulfonate

potassium 4-(3-chlorobenzamido)benzenesulfonate

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran; water at 20℃;100%
4-methyl-benzoyl chloride
874-60-2

4-methyl-benzoyl chloride

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

potassium 4-(4-methylbenzamido)benzenesulfonate

potassium 4-(4-methylbenzamido)benzenesulfonate

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran; water at 20℃;100%
2-tert-butylamino-1-(4-hydroxy-2-hydroxymethyl-phenyl)ethanol

2-tert-butylamino-1-(4-hydroxy-2-hydroxymethyl-phenyl)ethanol

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

C25H27N3O7S2
1122445-22-0

C25H27N3O7S2

Conditions
ConditionsYield
Stage #1: 2-tert-butylamino-1-(4-hydroxy-2-hydroxymethyl-phenyl)ethanol With RuCl2(PPh3)2(BAOBEA); dihydrogen peroxide In water at 60℃; for 0.5h;
Stage #2: 4-aminobenzene sulfonic acid In water for 0.0833333h; Reflux;
99.65%
2-Ethoxyphenol
94-71-3

2-Ethoxyphenol

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

sodium 4-((3-ethoxy-4-hydroxyphenyl)diazenyl)benzenesulfonate
1219948-46-5

sodium 4-((3-ethoxy-4-hydroxyphenyl)diazenyl)benzenesulfonate

Conditions
ConditionsYield
Stage #1: 4-aminobenzene sulfonic acid With sodium hydroxide; sodium nitrite In water at 0℃;
Stage #2: With hydrogenchloride In water at 0 - 5℃;
Stage #3: 2-Ethoxyphenol In ethanol; water at 5℃; for 4h;
99%
silver(l) oxide
20667-12-3

silver(l) oxide

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

(p-aminobenzenesulfonato)silver(I)

(p-aminobenzenesulfonato)silver(I)

Conditions
ConditionsYield
In water acid (2 mmol0 and Ag2O (1 mmol) stirred for 2 h; filtered, crystd. on slow evapn. overnight, elem. anal.;99%
pivaloyl chloride
3282-30-2

pivaloyl chloride

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

4-[(2,2-dimethylpropanoyl)amino]benzenesulfonic acid

4-[(2,2-dimethylpropanoyl)amino]benzenesulfonic acid

Conditions
ConditionsYield
With triethylamine In ethyl acetate at 20℃; Green chemistry;99%
methyl chloroformate
79-22-1

methyl chloroformate

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

4-[(methoxycarbonyl)amino]benzenesulfonic acid
60007-73-0

4-[(methoxycarbonyl)amino]benzenesulfonic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; water at 0 - 20℃; for 48h; Green chemistry;99%
phenyl chloroformate
1885-14-9

phenyl chloroformate

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

4-[(phenoxycarbonyl)amino]benzenesulfonic acid

4-[(phenoxycarbonyl)amino]benzenesulfonic acid

Conditions
ConditionsYield
In tetrahydrofuran; water at 0 - 20℃; for 48h; Green chemistry;99%
With sodium hydrogencarbonate In tetrahydrofuran at 20℃;89%
pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

C14H14N2O5S
1122445-21-9

C14H14N2O5S

Conditions
ConditionsYield
Stage #1: pyridoxal hydrochloride With RuCl2(PPh3)2(BAOBEA); dihydrogen peroxide In water at 60℃; for 0.25h;
Stage #2: 4-aminobenzene sulfonic acid In water for 0.0833333h; Reflux;
98.25%
copper(I) oxide

copper(I) oxide

1,10-phenanthroline-2,9-dicarboxaldehyde
57709-62-3

1,10-phenanthroline-2,9-dicarboxaldehyde

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

2Na(1+)*[Cu2(C12H6N2(CHNC6H4SO3)2)2](2-)=Na2[Cu2(C12H6N2(CHNC6H4SO3)2)2]

2Na(1+)*[Cu2(C12H6N2(CHNC6H4SO3)2)2](2-)=Na2[Cu2(C12H6N2(CHNC6H4SO3)2)2]

Conditions
ConditionsYield
With NaHCO3 In water (Ar or N2); a flask charged with 1,10-phenanthroline-2,9-dicarboxaldehyde, sulfanilic acid, Cu2O, NaHCO3, sealed, purified of O2, H2O added, sealed, stirred overnight at room temp.; evapd. (vac.);98%
salicylaldehyde
90-02-8

salicylaldehyde

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

N‑(2‑hydroxybenzylidene)‑4‑aminobenzenesulfonic acid sodium salt
155140-18-4

N‑(2‑hydroxybenzylidene)‑4‑aminobenzenesulfonic acid sodium salt

Conditions
ConditionsYield
Stage #1: 4-aminobenzene sulfonic acid With sodium hydroxide In methanol for 1h; Reflux;
Stage #2: salicylaldehyde In methanol at 20℃; for 2h;
98%
Stage #1: 4-aminobenzene sulfonic acid With sodium hydroxide In methanol for 1h; Reflux;
Stage #2: salicylaldehyde In methanol at 20℃; for 2h;
86%
Stage #1: 4-aminobenzene sulfonic acid With sodium hydroxide In methanol
Stage #2: salicylaldehyde In methanol at 80℃;
66%
2-oxo-2,3-dihydro-1H-indole-5-sulfonyl chloride
199328-31-9

2-oxo-2,3-dihydro-1H-indole-5-sulfonyl chloride

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

4-{[(2-oxo-2,3-dihydro-1H-indol-5-yl)sulfonyl]amino}benzenesulfonic acid
1227783-62-1

4-{[(2-oxo-2,3-dihydro-1H-indol-5-yl)sulfonyl]amino}benzenesulfonic acid

Conditions
ConditionsYield
In toluene for 6h; Reflux;98%
chlorure d'acide ethyl-2 butyrique
2736-40-5

chlorure d'acide ethyl-2 butyrique

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

4-[(2-ethylbutanoyl)amino]benzenesulfonic acid

4-[(2-ethylbutanoyl)amino]benzenesulfonic acid

Conditions
ConditionsYield
With triethylamine In ethyl acetate at 20℃; Green chemistry;98%
propoxycarbonyl chloride
109-61-5

propoxycarbonyl chloride

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

4-[(propoxycarbonyl)amino]benzenesulfonic acid

4-[(propoxycarbonyl)amino]benzenesulfonic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; water at 0 - 20℃; for 48h; Green chemistry;98%
p-tolyl chloroformate
937-62-2

p-tolyl chloroformate

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

4-{[(4-methylphenoxy)carbonyl]amino}benzenesulfonic acid

4-{[(4-methylphenoxy)carbonyl]amino}benzenesulfonic acid

Conditions
ConditionsYield
In tetrahydrofuran; water at 0 - 20℃; for 48h; Green chemistry;98%
1-naphthyl chloroformate
3759-61-3

1-naphthyl chloroformate

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

4-{[(naphthalen-1-yloxy)carbonyl]amino}benzenesulfonic acid

4-{[(naphthalen-1-yloxy)carbonyl]amino}benzenesulfonic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; water at 0 - 20℃; for 48h; Green chemistry;98%
3-fluorobenzoyl chloride
1711-07-5

3-fluorobenzoyl chloride

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

potassium 4-(3-fluorobenzamido)benzenesulfonate

potassium 4-(3-fluorobenzamido)benzenesulfonate

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran; water at 20℃;98%
bismuth(III) tert-butoxide

bismuth(III) tert-butoxide

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Bi(3+)*3C6H6NO3S(1-)

Bi(3+)*3C6H6NO3S(1-)

Conditions
ConditionsYield
In tetrahydrofuran at -78 - 20℃; Inert atmosphere;97%
4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

4-hydrazinylbenzenesulfonic acid hydrochloride

4-hydrazinylbenzenesulfonic acid hydrochloride

Conditions
ConditionsYield
Stage #1: 4-aminobenzene sulfonic acid With potassium nitrite In water at 25℃; Acidic conditions; Flow reactor;
Stage #2: With potassium pyrosulfite In water at 80 - 110℃;
Stage #3: With hydrogenchloride In water at 130℃;
96.7%
benzoyl chloride
98-88-4

benzoyl chloride

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

4-(benzoylamino)benzenesulfonic acid
6052-43-3

4-(benzoylamino)benzenesulfonic acid

Conditions
ConditionsYield
With triethylamine In ethyl acetate at 20℃; Green chemistry;96%
With sodium chloride In water; acetone for 0.25h;60%
With pyridine
2-nitrobenzyl chloride
610-14-0

2-nitrobenzyl chloride

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

sodium 4-(2-nitrobenzamido)benzenesulfonate

sodium 4-(2-nitrobenzamido)benzenesulfonate

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃;96%
salicylaldehyde
90-02-8

salicylaldehyde

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

4-((2-hydroxybenzylidene)amino)benzenesulfonic acid
32835-41-9

4-((2-hydroxybenzylidene)amino)benzenesulfonic acid

Conditions
ConditionsYield
In neat (no solvent, solid phase) at 20℃; for 0.25h;96%
In methanol; water for 1h; Reflux;76%

Sulfanilic acid Consensus Reports

Reported in EPA TSCA Inventory.

Sulfanilic acid Specification

The IUPAC name of Sulfanilic acid is 4-aminobenzenesulfonic acid. With the CAS registry number 121-57-3, it is also named as Aniline-4-sulfonic acid; Benzenesulfonic acid, 4-amino-. The product's categories are intermediates of dyes and pigments, inorganic & organic chemicals and organics. It is greyish-white crystals or powder which is stable and incompatible with strong oxidizing agents. It will produce toxic nitrogen oxide and sulfur oxide gases when buring. So the storage environment should be ventilate, low-temperature and dry. Keep Sulfanilic acid separate from raw materials of food.

The other characteristics of Sulfanilic acid can be summarized as: 
(1)ACD/LogP:  -1.568; (2)# of Rule of 5 Violations:  0; (3)ACD/LogD (pH 5.5):  -5.05; (4)ACD/LogD (pH 7.4):  -5.07; (5)ACD/BCF (pH 5.5):  1.00; (6)ACD/BCF (pH 7.4):  1.00; (7)ACD/KOC (pH 5.5):  1.00; (8)ACD/KOC (pH 7.4):  1.00; (9)#H bond acceptors:  4; (10)#H bond donors:  3; (11)#Freely Rotating Bonds:  2; (12)Index of Refraction:  1.63; (13)Molar Refractivity:  40.72 cm3; (14)Molar Volume:  114.49 cm3; (15)Surface Tension:  67.5469970703125 dyne/cm; (16)Density:  1.513 g/cm3.

Preparation of Sulfanilic acid:
It can be obtained by aniline. This reaction needs reagent sulfuric acid monohydrate and solvent 1,2-dichloro-benzene at temperature of 175-180 °C. The reaction time is 3-5 hours. The yield is 87.2%.


Uses of Sulfanilic acid:
 It is used to make dyes and sulpha drugs. It is also used in the manufacture pesticides which can cure wheat rust disease. In addition, it can be used in many organic synthesis. For example: It reacts with 6-chloro-pyrimidine-2,4-diamine to get 2,4-diamino-6-p-sulphoanilinopyrimidine.  This reaction needs reagent cc HCl and solvent ethanol by heating. The reaction time is 4.0 hours. The yield is 85%.


When you are using Sulfanilic acid, please be cautious about it as the following:
It may cause burns and is irritating to eyes and skin. So people should avoid contact with skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. 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)(O)c1ccc(N)cc1;
(2)Std. InChI:InChI=1S/C6H7NO3S/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4H,7H2,(H,8,9,10);
(3)Std. InChIKey:HVBSAKJJOYLTQU-UHFFFAOYSA-N.

The following is the toxicity data of Sulfanilic acid:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 intravenous 6gm/kg (6000mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 211, Pg. 367, 1950.
rat LD50 oral 12300mg/kg (12300mg/kg)   "Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku," Marhold, J.V., Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha, Czechoslovakia, 1972Vol. -, Pg. 180, 1972.

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