2,4-Diaminobenzenesulfonic acid supplier

Name
2,4-Diaminobenzenesulfonic acid
EINECS 201-846-5
CAS No. 88-63-1
Article Data31
CAS DataBase
Density 1.611 g/cm³
Solubility 1000g/L at 25℃
Melting Point 260-266 °C (dec.)
Formula C₆H₈N₂O₃S
Boiling Point 313ºC
Molecular Weight 188.207
Flash Point
Transport Information UN 1759 8/PG 3
Appearance Slight grayish brown powder
Safety 26-36/39-37/39-36
Risk Codes 36/38-43-36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 1,3-Diaminobenzene-4-sulfonicacid;1,3-Diaminobenzene-6-sulfonic acid;1,3-Phenylenediamine-4-sulfonic acid;2,4-Diamino-1-benzenesulfonic acid;4-Sulfo-1,3-diaminobenzene;ABSA;Metaphenylenediamine-4-sulfonic acid;NSC7835;m-Phenylenediamine-4-sulfonic acid;o-Aminosulfanilic acid;
PSA 114.79000
LogP 2.34090

Synthetic route

: 1123-93-9
5-aminobenzothiazole

: 88-63-1
2,4-Diaminobenzenesulfonic acid

Conditions

Conditions	Yield
With [RuCl(P(C6H5)3)2(O(C6H4)NCH(C4H3N))]; bromamine B; sodium hydroxide In water; acetonitrile at 39.84℃; for 4.41667h;	96%
With chloramine-B; sodium hydroxide; palladium dichloride In water; acetonitrile at 80℃; pH=12;	86%

: 108-45-2
m-phenylenediamine

: 88-63-1
2,4-Diaminobenzenesulfonic acid

Conditions

Conditions	Yield
With sulfur trioxide In 1,2-dichloro-ethane at 20 - 60℃; for 10h; Solvent; Temperature;	95.96%
With sulfuric acid at 160℃;
With sulfuric acid

: 89-02-1
2,4-dinitrobenzenesulfonic acid

: 88-63-1
2,4-Diaminobenzenesulfonic acid

Conditions

Conditions	Yield
Stage #1: 2,4-dinitrobenzenesulfonic acid With hydrogenchloride In water at 95 - 100℃; pH=2; Stage #2: In water pH=7; Product distribution / selectivity;	60%

: 99-65-0
meta-dinitrobenzene

: sodium hydrogensulfite

: 88-63-1
2,4-Diaminobenzenesulfonic acid

Conditions

Conditions	Yield
large excess of NaHSO3;	10%
large excess of NaHSO3;	10%

: 24311-40-8
3-nitroaniline-6-sulphonic acid

: 88-63-1
2,4-Diaminobenzenesulfonic acid

Conditions

Conditions	Yield
With hydrogenchloride; tin
With hydrogenchloride; tin

: 712-24-3
4-amino-2-nitrobenzene sulfonic acid

: 88-63-1
2,4-Diaminobenzenesulfonic acid

: 615-28-1
o-phenylenediamine dihydrochloride

: 88-63-1
2,4-Diaminobenzenesulfonic acid

Conditions

Conditions	Yield
With sulfuric acid at 170℃; im geschlossenen Rohr;

: 99-65-0
meta-dinitrobenzene

aqueous NaHSO3-solution: aqueous NaHSO3-solution

A: 712-24-3
4-amino-2-nitrobenzene sulfonic acid

B: 88-63-1
2,4-Diaminobenzenesulfonic acid

Conditions

Conditions	Yield
anschliessendes Behandeln mit H2SO4;

...Expand

: 89-02-1
2,4-dinitrobenzenesulfonic acid

: 64-19-7
acetic acid

iron: iron

: 88-63-1
2,4-Diaminobenzenesulfonic acid

...Expand

: 7647-01-0
hydrogenchloride

: 89-02-1
2,4-dinitrobenzenesulfonic acid

tin dichloride: tin dichloride

: 88-63-1
2,4-Diaminobenzenesulfonic acid

...Expand

2.4-dinitro-benzene-sulfonic acid-(1): 2.4-dinitro-benzene-sulfonic acid-(1)

: 88-63-1
2,4-Diaminobenzenesulfonic acid

Conditions

Conditions	Yield
With hydrogenchloride; tin(ll) chloride
With iron; acetic acid

sodium salt of/the/ 2.4-dinitro-benzene-sulfonic acid-(1): sodium salt of/the/ 2.4-dinitro-benzene-sulfonic acid-(1)

: 88-63-1
2,4-Diaminobenzenesulfonic acid

Conditions

Conditions	Yield
With hydrogenchloride; iron

: 99-09-2
3-nitro-aniline

p-tert-octylphenoxy polyoxyethanol (TX-100): p-tert-octylphenoxy polyoxyethanol (TX-100)

: 88-63-1
2,4-Diaminobenzenesulfonic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid / 1 h / 160 °C 2: Sn; conc. HCl View Scheme

: 99-09-2
3-nitro-aniline

: 88-63-1
2,4-Diaminobenzenesulfonic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: fuming sulfuric acid / 160 °C 2: tin; hydrochloric acid View Scheme

: 121-47-1
3-aminobenzenesulfonic acid

: 88-63-1
2,4-Diaminobenzenesulfonic acid

: 108-77-0
1,3,5-trichloro-2,4,6-triazine

: 123848-64-6
4-amino-2-(N-methylamino)benzenesulfonic acid

3-(3-methylimidazol-1-ylium)-4-methyl-6-hydroxypyrid-2-one hydrochloride: 3-(3-methylimidazol-1-ylium)-4-methyl-6-hydroxypyrid-2-one hydrochloride

: 88-63-1
2,4-Diaminobenzenesulfonic acid

Conditions

Conditions	Yield
With sodium hydrogencarbonate; hydrogenchloride In ice-water

...Expand

: 97-00-7
1-chloro-2,4-dinitro-benzene

: 88-63-1
2,4-Diaminobenzenesulfonic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ethanol; water; sodium sulfite View Scheme

: 108-77-0
1,3,5-trichloro-2,4,6-triazine

: 88-63-1
2,4-Diaminobenzenesulfonic acid

: Na(1+)*C23H20N3O8S2(1-)

: 106-49-0
p-toluidine

: C38H28ClN10O11S3(3-)*3Na(1+)

Conditions

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; Na(1+)*C23H20N3O8S2(1-) at 0 - 5℃; for 4h; pH=4 - 6.5; Stage #2: 2,4-Diaminobenzenesulfonic acid at 5 - 30℃; pH=2.5 - 3.5; Stage #3: p-toluidine Further stages;	86.29%

...Expand

: 108-77-0
1,3,5-trichloro-2,4,6-triazine

: 88-63-1
2,4-Diaminobenzenesulfonic acid

: Na(1+)*C23H20N3O8S2(1-)

: 62-53-3
aniline

: C38H28ClN10O11S3(3-)*3Na(1+)

Conditions

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; Na(1+)*C23H20N3O8S2(1-) at 0 - 5℃; for 4h; pH=4 - 6.5; Stage #2: 2,4-Diaminobenzenesulfonic acid at 5 - 30℃; pH=2.5 - 3.5; Stage #3: aniline Further stages;	85.02%

...Expand

: 108-77-0
1,3,5-trichloro-2,4,6-triazine

: 88-63-1
2,4-Diaminobenzenesulfonic acid

: Na(1+)*C23H20N3O8S2(1-)

: 121-57-3
4-aminobenzene sulfonic acid

: C38H27ClN10O14S4(4-)*4Na(1+)

Conditions

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; Na(1+)*C23H20N3O8S2(1-) at 0 - 5℃; for 4h; pH=4 - 4.5; Stage #2: 2,4-Diaminobenzenesulfonic acid at 5 - 30℃; pH=2.5 - 3.5; Stage #3: 4-aminobenzene sulfonic acid Further stages;	84.67%

...Expand

: 2494-89-5
2-(p-aminophenylsulfonyl)ethyl hydrogen sulfate

: 108-77-0
1,3,5-trichloro-2,4,6-triazine

: 88-63-1
2,4-Diaminobenzenesulfonic acid

: Na(1+)*C23H20N3O8S2(1-)

: C40H31ClN10O17S5(4-)*4Na(1+)

Conditions

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; Na(1+)*C23H20N3O8S2(1-) at 0 - 5℃; for 4h; pH=4 - 6.5; Stage #2: 2,4-Diaminobenzenesulfonic acid at 5 - 30℃; pH=2.5 - 3.5; Stage #3: 2-(p-aminophenylsulfonyl)ethyl hydrogen sulfate Further stages;	82.14%

...Expand

: 81922-32-9
3-(β-chloroethylsulfonyl)-methyl-benzoyl chloride

: 88-63-1
2,4-Diaminobenzenesulfonic acid

: sodium salt of 3-[3'-(β-chloroethylsulfonyl-methyl)-benzoylamino]-aniline-4-sulfonic acid

Conditions

Conditions	Yield
In diethylene glycol dimethyl ether	82%

: 2494-89-5
2-(p-aminophenylsulfonyl)ethyl hydrogen sulfate

: 108-77-0
1,3,5-trichloro-2,4,6-triazine

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

: 88-63-1
2,4-Diaminobenzenesulfonic acid

H-acid: H-acid

: C43H26ClN12O26S8(7-)*7Na(1+)

Conditions

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; H-acid With sodium carbonate; sodium hydroxide In water at 0 - 5℃; for 4.6h; pH=4.5 - 6; Stage #2: 2-amino-1-benzenesulfonic acid With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 2.6h; Stage #3: 2-(p-aminophenylsulfonyl)ethyl hydrogen sulfate; 2,4-Diaminobenzenesulfonic acid Further stages;	78.5%

...Expand

: 2494-89-5
2-(p-aminophenylsulfonyl)ethyl hydrogen sulfate

: 108-77-0
1,3,5-trichloro-2,4,6-triazine

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

: 87-02-5
1-hydroxy-6-amino-3-naphthalenesulfonic acid

: 90-20-0
4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid

: 88-63-1
2,4-Diaminobenzenesulfonic acid

: C43H27ClN12O23S7(6-)*6Na(1+)

Conditions

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 7-amino-4-hydroxy-2-naphthalenesulfonic acid With sodium hydroxide In water at 0 - 5℃; pH=5.6 - 6.5; Stage #2: With sodium carbonate In water at 3 - 5℃; for 5h; Stage #3: 2-(p-aminophenylsulfonyl)ethyl hydrogen sulfate; 2-amino-1-benzenesulfonic acid; 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid; 2,4-Diaminobenzenesulfonic acid Further stages;	77.1%

...Expand

: 4-chloro-3-nitrophenyl hydroxyethyl sulfone

: 88-63-1
2,4-Diaminobenzenesulfonic acid

: 4-(3-amino-4-sulfophenyl)-amino-3-nitrophenyl hydroxyethyl sulfone

Conditions

Conditions	Yield
With sodium hydroxide In water	73.5%

: 606-23-5
1H-indene-1,3(2H)-dione

: 88-63-1
2,4-Diaminobenzenesulfonic acid

: 1352954-39-2
2,4-bis[(3-oxoinden-1-yl)amino]benzenesulfonic acid

Conditions

Conditions	Yield
In ethanol for 8h; Reflux;	66%

: 88-63-1
2,4-Diaminobenzenesulfonic acid

: 6258-06-6
sodium 1-amino-4-bromoanthraquinone-2-sulfonate

: disodium 1-amino-4-(3-amino-4-sulfophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate

Conditions

Conditions	Yield
With sodium carbonate; copper(l) chloride; sodium sulfite In water at 20℃; for 8h; Ullmann coupling;	49%

: 69888-87-5
N-(eicosanoyloxy)succinimide

: 88-63-1
2,4-Diaminobenzenesulfonic acid

: C26H46N2O4S

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h;	20.7%

: 88-63-1
2,4-Diaminobenzenesulfonic acid

: 112-89-0
1-Bromooctadecane

: C42H80N2O3S

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 40℃;	6.1%

: 693-67-4
bromoundecane

: 88-63-1
2,4-Diaminobenzenesulfonic acid

: C28H52N2O3S

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 40℃;	4.3%

: 14565-47-0
N-succinimidyl laurate

: 88-63-1
2,4-Diaminobenzenesulfonic acid

: C18H30N2O4S

Conditions

Conditions	Yield
In aq. phosphate buffer; N,N-dimethyl-formamide at 20℃; for 3h; pH=9.5;	2.1%

: 69888-87-5
N-(eicosanoyloxy)succinimide

: 88-63-1
2,4-Diaminobenzenesulfonic acid

: C46H84N2O5S

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h;	0.84%

: 14565-47-0
N-succinimidyl laurate

: 88-63-1
2,4-Diaminobenzenesulfonic acid

: C30H52N2O5S

Conditions

Conditions	Yield
In aq. phosphate buffer; N,N-dimethyl-formamide at 20℃; for 3h; pH=9.5;	0.65%

: 674-82-8
4-methyleneoxetan-2-one

: 88-63-1
2,4-Diaminobenzenesulfonic acid

: 101872-02-0
7-amino-2-hydroxy-4-methyl-quinoline-6-sulfonic acid

Conditions

Conditions	Yield
With water Erhitzen des Reaktionsgemisches mit wss. HCl;

: 88-63-1
2,4-Diaminobenzenesulfonic acid

: 4-acetoxy-3-nitro-benzoyl chloride

: 2-amino-4-(4-hydroxy-3-nitro-benzoylamino)-benzenesulfonic acid

Conditions

Conditions	Yield
With sodium acetate; sodium carbonate

: 88-63-1
2,4-Diaminobenzenesulfonic acid

: 861377-45-9
4-ethoxycarbonyloxy-3-nitro-benzoyl chloride

: 2-amino-4-(4-hydroxy-3-nitro-benzoylamino)-benzenesulfonic acid

Conditions

Conditions	Yield
With sodium acetate; sodium carbonate

: 88-63-1
2,4-Diaminobenzenesulfonic acid

: 108-24-7
acetic anhydride

: 88-64-2
2-amino-4-acetylaminobenzene sulfonic acid

Conditions

Conditions	Yield
With alkali at 50℃;

: 88-63-1
2,4-Diaminobenzenesulfonic acid

: 97-00-7
1-chloro-2,4-dinitro-benzene

: 2-amino-4-(2,4-dinitro-anilino)-benzenesulfonic acid

Conditions

Conditions	Yield
With ethanol; sodium acetate

: 88-63-1
2,4-Diaminobenzenesulfonic acid

: 121-60-8
p-acetylaminobenzenesulfonyl chloride

: 62707-58-8
2,4-bis-sulfanilylamino-benzenesulfonic acid

Conditions

Conditions	Yield
With sodium hydroxide; sodium carbonate Erwaermen des Reaktionsprodukts mit wss. Natronlauge;

: 116-81-4
1-amino-4-bromo-9,10-dioxoanthracene-2-sulphonic acid

: 88-63-1
2,4-Diaminobenzenesulfonic acid

A: 83-62-5
1-aminoanthraquinone-2-sulfonic acid

B: 24929-02-0
1-amino-4-hydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid

C: 128-99-4
1-amino-4-(3-amino-4-sulfophenylamino)anthraquinone-2-sulfonic acid

Conditions

Conditions	Yield
bronze powder; copper(l) iodide In water at 40℃; Mechanism; Rate constant; various pH, various electrolyte concentrations, various Cu(1+) concentrations;
bronze powder; copper(l) iodide In water at 40℃; Mechanism; Rate constant; various pH, various electrolyte concentrations, various Cu(1+) concentrations;

...Expand

2,4-Diaminobenzenesulfonic acid Consensus Reports

Reported in EPA TSCA Inventory.

2,4-Diaminobenzenesulfonic acid Specification

The CAS registry number of 2,4-Diaminobenzenesulfonic acid is 88-63-1. The IUPAC name is 2,4-diaminobenzenesulfonic acid. Its EINECS registry number is 201-846-5. In addition, the molecular formula is C₆H₈N₂O₃S and the molecular weight is 188.204. It is a kind of brown crystalline powder and belongs to the classes of Intermediates of Dyes and Pigments; Organic acids; Organic Building Blocks; Sulfonic/Sulfinic Acids; Sulfur Compounds. What's more, it can be used to produce azo dye and reactive dyes.

Physical properties about this chemical are: (1)ACD/LogP: -0.85; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -4.32; (4)ACD/LogD (pH 7.4): -4.35; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 5; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 58.23 Å²; (13)Index of Refraction: 1.684; (14)Molar Refractivity: 44.33 cm³; (15)Molar Volume: 116.7 cm³; (16)Polarizability: 17.57 ×10^-24cm³; (17)Surface Tension: 86.5 dyne/cm; (18)Density: 1.611 g/cm³.

Preparation of 2,4-Diaminobenzenesulfonic acid: it can be prepared by 2,4-dinitrochlorobenzene. The 2,4-dinitrochlorobenzene can make sulfonation reaction with sodium sulfite in the presence of magnesium oxide. After cooling, add hydrochloric acid make the solution into acid. Through adding salt, cooling, stalling, suction filter, centrifugal dehydration, get the 2,4-dinitrobenzenesulfonic acid. Then put the 2,4-dinitrobenzenesulfonic acid into the pot which contain scrap iron and hydrochloric acid. After boiling, add sodium carbonate and sodium hydrogen sulfite, Enrichment, crystal, centrifugal dehydration. Through concentrate, crystallize and centrifugal dewatering the filtrate, you can get the product.

2,4-Diaminobenzenesulfonic acid can be prepared by 2,4-dinitrochlorobenzene

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. It may cause sensitization by skin contact. When you are using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=S(=O)(O)c1ccc(cc1N)N
(2)InChI: InChI=1/C6H8N2O3S/c7-4-1-2-6(5(8)3-4)12(9,10)11/h1-3H,7-8H2,(H,9,10,11)
(3)InChIKey: JVMSQRAXNZPDHF-UHFFFAOYAZ

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD50	oral	3480mg/kg (3480mg/kg)		"Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku," Marhold, J.V., Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha, Czechoslovakia, 1972Vol. -, Pg. 180, 1972.

Product Name

2,4-Diaminobenzenesulfonic acid

Synthetic route

2,4-Diaminobenzenesulfonic acid Consensus Reports

2,4-Diaminobenzenesulfonic acid Specification

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