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2494-89-5

Basic Information
CAS No.: 2494-89-5
Name: 2-[(4-Aminophenyl)sulfonyl]ethyl hydrogen sulfate
Article Data: 10
Molecular Structure:
Molecular Structure of 2494-89-5 (2-[(4-Aminophenyl)sulfonyl]ethyl hydrogen sulfate)
Formula: C8H11NO6S2
Molecular Weight: 281.31
Synonyms: 4-((2-Sulfatoethyl)sulfonyl)aniline;2-((p-Aminophenyl)sulphonyl)ethyl hydrogensulphate;2-(4-Aminophenyl)sulfonylethyl hydrogen sulfate;Ethanol, 2-((4-aminophenyl)sulfonyl)-, hydrogen sulfate (ester);Ethanol, 2-sulfanilyl-, hydrogen sulfate (ester);AC1Q6UEF;AC1L2P5G;4-(Ethylsulfurate sulfonyl)aniline;4-Aminobenzenesulfonylethylsulfuric acid;
EINECS: 219-669-7
Density: 1.608 g/cm3
PSA: 140.52000
LogP: 2.60470
Synthetic route
75-21-8

oxirane

121-60-8

p-acetylaminobenzenesulfonyl chloride

2494-89-5

2-(p-aminophenylsulfonyl)ethyl hydrogen sulfate

Conditions
ConditionsYield
Stage #1: p-acetylaminobenzenesulfonyl chloride With sodium metabisulfite; sodium hydroxide at 30℃; pH=7 - 7.5;
Stage #2: oxirane at 40℃; pH=7.5 - 8;
Stage #3: With sulfuric acid at 150 - 160℃; under 3750.38 Torr;
99.7%
5246-58-2

4-(2'-Hydroxyethylsulphonyl)aniline

2494-89-5

2-(p-aminophenylsulfonyl)ethyl hydrogen sulfate

Conditions
ConditionsYield
With sulfuric acid at 160℃; under 525.053 Torr; for 2.5h; Pressure; Temperature;98%
27375-52-6

acetic acid-[4-(2-hydroxy-ethanesulfonyl)-anilide]

2494-89-5

2-(p-aminophenylsulfonyl)ethyl hydrogen sulfate

Conditions
ConditionsYield
With sulfuric acid96%
With sulfuric acid In 1,2-dichloro-benzene95%
75-21-8

oxirane

103-84-4

Acetanilid

2494-89-5

2-(p-aminophenylsulfonyl)ethyl hydrogen sulfate

Conditions
ConditionsYield
Stage #1: Acetanilid With chlorosulfonic acid at 30 - 46℃; for 5h;
Stage #2: With thionyl chloride at 60℃; for 2h;
Stage #3: oxirane Temperature; Further stages;
87%

Remazol Turquoise Blue G 133

A

2494-89-5

2-(p-aminophenylsulfonyl)ethyl hydrogen sulfate

B

115953-80-5

3-sulfophthalimide

Conditions
ConditionsYield
With dihydrogen peroxide; soybean peroxidase at 25℃; pH=3; aq. phosphate buffer; Enzymatic reaction;
75-21-8

oxirane

539-03-7

N-(4-chlorophenyl)acetamide

2494-89-5

2-(p-aminophenylsulfonyl)ethyl hydrogen sulfate

Conditions
ConditionsYield
With sulfuric acid; sodium sulfite Large scale; Green chemistry;2050 kg
13287-76-8

2-(p-nitrophenylthio)ethanol

2494-89-5

2-(p-aminophenylsulfonyl)ethyl hydrogen sulfate

Conditions
ConditionsYield
Stage #1: 2-(p-nitrophenylthio)ethanol With dihydrogen peroxide In water at 70℃; for 4h;
Stage #2: With palladium on activated charcoal; hydrogen In water at 40℃; under 22502.3 Torr; for 4h;
Stage #3: With sulfuric acid In water at 150℃; for 2h; Temperature; Time;
Multi-step reaction with 3 steps
1: sodium tungstate; dihydrogen peroxide / 5.5 h / 80 °C
2: hydrogen / methanol / 3.5 h / 85 °C / 15001.5 Torr / Autoclave
3: sulfuric acid / 2.5 h / 160 °C / 525.05 Torr
View Scheme
62-53-3

aniline

2494-89-5

2-(p-aminophenylsulfonyl)ethyl hydrogen sulfate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: ammonium chloride; dicyclohexyl-carbodiimide / N,N-dimethyl acetamide / 3 h / 120 °C
2.1: phosphorus pentoxide; chlorosulfonic acid; thionyl chloride / 0.5 h / 15 °C
3.1: sodium metabisulfite; sodium hydroxide / 30 °C / pH 7 - 7.5
3.2: 40 °C / pH 7.5 - 8
3.3: 150 - 160 °C / 3750.38 Torr
View Scheme
100-00-5

4-chlorobenzonitrile

2494-89-5

2-(p-aminophenylsulfonyl)ethyl hydrogen sulfate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sodium hydroxide / N,N-dimethyl-formamide / 5.5 h / 20 - 40 °C
2: sodium tungstate; dihydrogen peroxide / 5.5 h / 80 °C
3: hydrogen / methanol / 3.5 h / 85 °C / 15001.5 Torr / Autoclave
4: sulfuric acid / 2.5 h / 160 °C / 525.05 Torr
View Scheme
Raw Materials
27375-52-6
Downstream Products
42986-22-1
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Specification

The Ethanol,2-[(4-aminophenyl)sulfonyl]-, 1-(hydrogen sulfate) with CAS registry number of 2494-89-5 is also known as 2-((p-Aminophenyl)sulphonyl)ethyl hydrogensulphate. The IUPAC name is 2-(4-Aminophenyl)sulfonylethyl hydrogen sulfate. It belongs to product categories of Intermediates of Dyes and Pigments. Its EINECS registry number is 219-669-7. In addition, the formula is C8H11NO6S2 and the molecular weight is 281.31. This chemical is used as dye intermediate.

Physical properties of Ethanol,2-[(4-aminophenyl)sulfonyl]-, 1-(hydrogen sulfate): (1)ACD/LogP: -0.25; (2)ACD/LogD (pH 5.5): -3.75; (3)ACD/LogD (pH 7.4): -3.75; (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: 7; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 6; (11)Index of Refraction: 1.608; (12)Molar Refractivity: 60.54 cm3; (13)Molar Volume: 174.8 cm3; (14)Surface Tension: 71.3 dyne/cm; (15)Density: 1.608 g/cm3.

You can still convert the following datas into molecular structure:
(1)SMILES: O=S(=O)(c1ccc(N)cc1)CCOS(=O)(=O)O
(2)InChI: InChI=1/C8H11NO6S2/c9-7-1-3-8(4-2-7)16(10,11)6-5-15-17(12,13)14/h1-4H,5-6,9H2,(H,12,13,14)
(3)InChIKey: IALORYHODRVWKZ-UHFFFAOYAY
(4)Std. InChI: InChI=1S/C8H11NO6S2/c9-7-1-3-8(4-2-7)16(10,11)6-5-15-17(12,13)14/h1-4H,5-6,9H2,(H,12,13,14)
(5)Std. InChIKey: IALORYHODRVWKZ-UHFFFAOYSA-N