Product Name

  • Name

    5-Acetonyl-2-methoxybenzene sulfonamide

  • EINECS 601-411-3
  • CAS No. 116091-63-5
  • Article Data8
  • CAS DataBase
  • Density 1.288 g/cm3
  • Solubility
  • Melting Point 194-197 °C
  • Formula C10H13NO4S
  • Boiling Point 444.618 °C at 760 mmHg
  • Molecular Weight 243.284
  • Flash Point 222.697 °C
  • Transport Information
  • Appearance Yellow crystalline powder
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 116091-63-5 (5-Acetonyl-2-methoxybenzene sulfonamide)
  • Hazard Symbols
  • Synonyms 2-Methoxy-5-(2-oxopropyl)benzenesulfonamide;5-(2-Oxypropyl)-2-Methoxy Benzene Sulphonamide;
  • PSA 94.84000
  • LogP 2.25520

Synthetic route

2-methoxy-5-(2-oxopropyl)benzenesulfonyl chloride
80223-79-6

2-methoxy-5-(2-oxopropyl)benzenesulfonyl chloride

2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

Conditions
ConditionsYield
With ammonia In tetrahydrofuran; water74%
With ammonium hydroxide In tetrahydrofuran for 2h; Ambient temperature; Yield given;
With ammonia In tetrahydrofuran; water at 20℃;
With ammonia; triethylamine In dichloromethane at 0 - 20℃; for 5h;
With ammonium hydroxide In ethyl acetate at -5 - 20℃; for 2h;63 g
4-methoxybenzyl methyl ketone
122-84-9

4-methoxybenzyl methyl ketone

2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 11.4 g / ClSO3H / 2 h / Ambient temperature
2: conc. aq. NH4OH / tetrahydrofuran / 2 h / Ambient temperature
View Scheme
Stage #1: 4-methoxybenzyl methyl ketone With chlorosulfonic acid at -5 - 15℃; for 4h;
Stage #2: With ammonia In tetrahydrofuran at 8 - 25℃; for 15h; pH=8.8 - 9.8;
With chlorosulfonic acid; ammonium hydroxide In water; ethyl acetate
Multi-step reaction with 2 steps
1: chlorosulfonic acid / 2 h / 0 - 20 °C
2: ammonia; triethylamine / dichloromethane / 5 h / 0 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1: chlorosulfonic acid / 2 h / -15 - 20 °C
2: ammonium hydroxide / ethyl acetate / 2 h / -5 - 20 °C
View Scheme
C10H12O5S

C10H12O5S

2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

Conditions
ConditionsYield
With ammonia In tetrahydrofuran at 8 - 40℃; for 15h; pH=~ 8.8 - 9.8;
2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

Benzhydrylamine
91-00-9

Benzhydrylamine

5-(2-(benzhydrylamino)propyl)-2-ethylbenzenesulfonamide

5-(2-(benzhydrylamino)propyl)-2-ethylbenzenesulfonamide

Conditions
ConditionsYield
With titanium(IV) isopropylate; bis(1,5-cyclooctadiene)diiridium(I) dichloride; C27H34NO2P; hydrogen; trifluoroacetic acid In dichloromethane at 20℃; under 45603.1 Torr; Autoclave; Molecular sieve; enantioselective reaction;91%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

5-[[(2R)-2-[(1R)-N-(1-methylbenzyl)]amino]propyl]-2-methoxybenzenesulfonamide hydrochloride
116091-64-6

5-[[(2R)-2-[(1R)-N-(1-methylbenzyl)]amino]propyl]-2-methoxybenzenesulfonamide hydrochloride

Conditions
ConditionsYield
Stage #1: (R)-1-phenyl-ethyl-amine; 2-methoxy-5-(2-oxopropyl)benzenesulfonamide With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 30 - 35℃; for 16h;
Stage #2: With hydrogenchloride In water for 0.5h;		71.7%
Stage #1: (R)-1-phenyl-ethyl-amine; 2-methoxy-5-(2-oxopropyl)benzenesulfonamide With hydrogen; platinum(IV) oxide In methanol under 760.051 Torr; for 20h;
Stage #2: With hydrogenchloride In ethanol		53%
With hydrogen; nickel In methanol at 50℃; under 2625.26 - 4125.41 Torr;
With hydrogen; nickel In methanol at 50℃; under 2625.26 - 4125.41 Torr;
2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

benzylamine
100-46-9

benzylamine

5-[2-(N-benzyl-amino)-propyl]-2-methoxy-benzenesulphonamide hydrochloride
671817-79-1

5-[2-(N-benzyl-amino)-propyl]-2-methoxy-benzenesulphonamide hydrochloride

Conditions
ConditionsYield
Stage #1: 2-methoxy-5-(2-oxopropyl)benzenesulfonamide; benzylamine In methanol for 2h; Heating / reflux;
Stage #2: With sodium hydroxide; sodium tetrahydroborate In methanol at 35 - 40℃; for 2h;
Stage #3: With hydrogenchloride In ethanol pH=1;		55.2%
2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

(+/-)-5-(2-aminopropyl)-2-methoxybenzenesulfonamide
112244-38-9

(+/-)-5-(2-aminopropyl)-2-methoxybenzenesulfonamide

Conditions
ConditionsYield
With ammonium acetate; sodium cyanoborohydride In methanol at 20℃; for 15h;35%
2-(2-methoxy-phenoxy)-ethylamine
1836-62-0

2-(2-methoxy-phenoxy)-ethylamine

2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

2-Methoxy-5-{2-[(E)-2-(2-methoxy-phenoxy)-ethylimino]-propyl}-benzenesulfonamide

2-Methoxy-5-{2-[(E)-2-(2-methoxy-phenoxy)-ethylimino]-propyl}-benzenesulfonamide

Conditions
ConditionsYield
In methanol for 1h; Heating;
2-(5-fluoro-2-methoxy-phenoxy)ethylamine
120352-00-3

2-(5-fluoro-2-methoxy-phenoxy)ethylamine

2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

5-{2-[(E)-2-(5-Fluoro-2-methoxy-phenoxy)-ethylimino]-propyl}-2-methoxy-benzenesulfonamide

5-{2-[(E)-2-(5-Fluoro-2-methoxy-phenoxy)-ethylimino]-propyl}-2-methoxy-benzenesulfonamide

Conditions
ConditionsYield
In methanol for 1h; Heating;
2-(5-Chloro-2-methoxy-phenoxy)-ethylamine

2-(5-Chloro-2-methoxy-phenoxy)-ethylamine

2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

5-{2-[(E)-2-(5-Chloro-2-methoxy-phenoxy)-ethylimino]-propyl}-2-methoxy-benzenesulfonamide

5-{2-[(E)-2-(5-Chloro-2-methoxy-phenoxy)-ethylimino]-propyl}-2-methoxy-benzenesulfonamide

Conditions
ConditionsYield
In methanol for 1h; Heating;
2-(3-Fluoro-2-methoxy-phenoxy)-ethylamine
125960-72-7

2-(3-Fluoro-2-methoxy-phenoxy)-ethylamine

2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

5-{2-[(E)-2-(3-Fluoro-2-methoxy-phenoxy)-ethylimino]-propyl}-2-methoxy-benzenesulfonamide

5-{2-[(E)-2-(3-Fluoro-2-methoxy-phenoxy)-ethylimino]-propyl}-2-methoxy-benzenesulfonamide

Conditions
ConditionsYield
In methanol for 1h; Heating;
2-(4-fluoro-2-methoxyphenoxy)ethan-1-amine
125960-68-1

2-(4-fluoro-2-methoxyphenoxy)ethan-1-amine

2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

5-{2-[(E)-2-(4-Fluoro-2-methoxy-phenoxy)-ethylimino]-propyl}-2-methoxy-benzenesulfonamide

5-{2-[(E)-2-(4-Fluoro-2-methoxy-phenoxy)-ethylimino]-propyl}-2-methoxy-benzenesulfonamide

Conditions
ConditionsYield
In methanol for 1h; Heating;
3-(5-Fluoro-2-methoxy-phenoxy)-propylamine
147291-85-8

3-(5-Fluoro-2-methoxy-phenoxy)-propylamine

2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

5-{2-[(E)-3-(5-Fluoro-2-methoxy-phenoxy)-propylimino]-propyl}-2-methoxy-benzenesulfonamide

5-{2-[(E)-3-(5-Fluoro-2-methoxy-phenoxy)-propylimino]-propyl}-2-methoxy-benzenesulfonamide

Conditions
ConditionsYield
In methanol for 1h; Heating;
2-(2-Ethoxy-5-fluoro-phenoxy)-ethylamine
125960-76-1

2-(2-Ethoxy-5-fluoro-phenoxy)-ethylamine

2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

5-{2-[(E)-2-(2-Ethoxy-5-fluoro-phenoxy)-ethylimino]-propyl}-2-methoxy-benzenesulfonamide

5-{2-[(E)-2-(2-Ethoxy-5-fluoro-phenoxy)-ethylimino]-propyl}-2-methoxy-benzenesulfonamide

Conditions
ConditionsYield
In methanol for 1h; Heating;
2-(5-Fluoro-2-propoxy-phenoxy)-ethylamine
125960-84-1

2-(5-Fluoro-2-propoxy-phenoxy)-ethylamine

2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

5-{2-[(E)-2-(5-Fluoro-2-propoxy-phenoxy)-ethylimino]-propyl}-2-methoxy-benzenesulfonamide

5-{2-[(E)-2-(5-Fluoro-2-propoxy-phenoxy)-ethylimino]-propyl}-2-methoxy-benzenesulfonamide

Conditions
ConditionsYield
In methanol for 1h; Heating;
4-(5-Fluoro-2-methoxy-phenoxy)-butylamine

4-(5-Fluoro-2-methoxy-phenoxy)-butylamine

2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

5-{2-[(E)-4-(5-Fluoro-2-methoxy-phenoxy)-butylimino]-propyl}-2-methoxy-benzenesulfonamide

5-{2-[(E)-4-(5-Fluoro-2-methoxy-phenoxy)-butylimino]-propyl}-2-methoxy-benzenesulfonamide

Conditions
ConditionsYield
In methanol for 1h; Heating;
2-(2-Butoxy-5-fluoro-phenoxy)-ethylamine
125960-80-7

2-(2-Butoxy-5-fluoro-phenoxy)-ethylamine

2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

5-{2-[(E)-2-(2-Butoxy-5-fluoro-phenoxy)-ethylimino]-propyl}-2-methoxy-benzenesulfonamide

5-{2-[(E)-2-(2-Butoxy-5-fluoro-phenoxy)-ethylimino]-propyl}-2-methoxy-benzenesulfonamide

Conditions
ConditionsYield
In methanol for 1h; Heating;
2-(5-Fluoro-2-hexyloxy-phenoxy)-ethylamine

2-(5-Fluoro-2-hexyloxy-phenoxy)-ethylamine

2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

5-{2-[(E)-2-(5-Fluoro-2-hexyloxy-phenoxy)-ethylimino]-propyl}-2-methoxy-benzenesulfonamide

5-{2-[(E)-2-(5-Fluoro-2-hexyloxy-phenoxy)-ethylimino]-propyl}-2-methoxy-benzenesulfonamide

Conditions
ConditionsYield
In methanol for 1h; Heating;
2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

2-(5-Fluoro-2-octyloxy-phenoxy)-ethylamine

2-(5-Fluoro-2-octyloxy-phenoxy)-ethylamine

5-{2-[(E)-2-(5-Fluoro-2-octyloxy-phenoxy)-ethylimino]-propyl}-2-methoxy-benzenesulfonamide

5-{2-[(E)-2-(5-Fluoro-2-octyloxy-phenoxy)-ethylimino]-propyl}-2-methoxy-benzenesulfonamide

Conditions
ConditionsYield
In methanol for 1h; Heating;
2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

2-(2-Decyloxy-5-fluoro-phenoxy)-ethylamine

2-(2-Decyloxy-5-fluoro-phenoxy)-ethylamine

5-{2-[(E)-2-(2-Decyloxy-5-fluoro-phenoxy)-ethylimino]-propyl}-2-methoxy-benzenesulfonamide

5-{2-[(E)-2-(2-Decyloxy-5-fluoro-phenoxy)-ethylimino]-propyl}-2-methoxy-benzenesulfonamide

Conditions
ConditionsYield
In methanol for 1h; Heating;
2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

(+/-)-5-<2--N-methylamino>propyl>-2-methoxybenzenesulfonamide
144818-58-6

(+/-)-5-<2--N-methylamino>propyl>-2-methoxybenzenesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: methanol / 1 h / Heating
2: NaBH4 / methanol / 3 h / Ambient temperature
3: methanol; H2O / 1 h / Heating
4: NaBH4 / methanol; H2O / 1 h / Ambient temperature
View Scheme
2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

5-(2-{[2-(5-Fluoro-2-methoxy-phenoxy)-ethyl]-formyl-amino}-propyl)-2-methoxy-benzenesulfonamide

5-(2-{[2-(5-Fluoro-2-methoxy-phenoxy)-ethyl]-formyl-amino}-propyl)-2-methoxy-benzenesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: methanol / 1 h / Heating
2: NaBH4 / methanol / 3 h / Ambient temperature
3: methanol; H2O / 1 h / Heating
View Scheme
2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

2-methoxy-5-[2-[2-(2-methoxyphenoxy)ethylamino]-2-methylethyl]-benzensulfonamide
94666-11-2

2-methoxy-5-[2-[2-(2-methoxyphenoxy)ethylamino]-2-methylethyl]-benzensulfonamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol / 1 h / Heating
2: NaBH4 / methanol / 3 h / Ambient temperature
View Scheme
2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

5-[2-[2-(3-Fluoro-2-methoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide
144818-65-5

5-[2-[2-(3-Fluoro-2-methoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol / 1 h / Heating
2: NaBH4 / methanol / 3 h / Ambient temperature
View Scheme
2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

(+/-)-5-<2-<<2-(5-fluoro-2-methoxyphenoxy)ethyl>amino>propyl>-2-methoxybenzenesulfonamide
144818-22-4

(+/-)-5-<2-<<2-(5-fluoro-2-methoxyphenoxy)ethyl>amino>propyl>-2-methoxybenzenesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol / 1 h / Heating
2: NaBH4 / methanol / 3 h / Ambient temperature
View Scheme
2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

5-{2-[2-(5-Chloro-2-methoxy-phenoxy)-ethylamino]-propyl}-2-methoxy-benzenesulfonamide
144818-67-7

5-{2-[2-(5-Chloro-2-methoxy-phenoxy)-ethylamino]-propyl}-2-methoxy-benzenesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol / 1 h / Heating
2: NaBH4 / methanol / 3 h / Ambient temperature
View Scheme
2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

5-[2-[2-(4-Fluoro-2-methoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide
144818-66-6

5-[2-[2-(4-Fluoro-2-methoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol / 1 h / Heating
2: NaBH4 / methanol / 3 h / Ambient temperature
View Scheme
2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

5-[2-[2-(2-Ethoxy-5-fluorophenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide
144818-59-7

5-[2-[2-(2-Ethoxy-5-fluorophenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol / 1 h / Heating
2: NaBH4 / methanol / 3 h / Ambient temperature
View Scheme
2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

5-{2-[3-(5-Fluoro-2-methoxy-phenoxy)-propylamino]-propyl}-2-methoxy-benzenesulfonamide
144818-56-4

5-{2-[3-(5-Fluoro-2-methoxy-phenoxy)-propylamino]-propyl}-2-methoxy-benzenesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol / 1 h / Heating
2: NaBH4 / methanol / 3 h / Ambient temperature
View Scheme
2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

5-[2-[2-(5-Fluoro-2-n-propoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide
144818-60-0

5-[2-[2-(5-Fluoro-2-n-propoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol / 1 h / Heating
2: NaBH4 / methanol / 3 h / Ambient temperature
View Scheme
2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

5-{2-[4-(5-Fluoro-2-methoxy-phenoxy)-butylamino]-propyl}-2-methoxy-benzenesulfonamide
144818-57-5

5-{2-[4-(5-Fluoro-2-methoxy-phenoxy)-butylamino]-propyl}-2-methoxy-benzenesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol / 1 h / Heating
2: NaBH4 / methanol / 3 h / Ambient temperature
View Scheme

5-Acetonyl-2-methoxybenzene sulfonamide Specification

The Benzenesulfonamide,2-methoxy-5-(2-oxopropyl)- is an organic compound with the formula C10H13NO4S. The systematic name of this chemical is 2-methoxy-5-(2-oxopropyl)benzenesulfonamide. With the CAS registry number 116091-63-5, it is also named as 5-Acetonyl-2-methoxybenzene sulfonamide. The product's categories are API intermediates; (intermediate of tamsulosin). It is yellow crystalline powder which is used as pharmaceutical intermediate.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -0.17; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 12; (6)ACD/KOC (pH 7.4): 12; (7)#H bond acceptors: 5; (8)#H bond donors: 2; (9)#Freely Rotating Bonds: 4; (10)Polar Surface Area: 94.84 Å2; (11)Index of Refraction: 1.543; (12)Molar Refractivity: 59.558 cm3; (13)Molar Volume: 188.828 cm3; (14)Polarizability: 23.61×10-24 cm3; (15)Surface Tension: 47.304 dyne/cm; (16)Density: 1.288 g/cm3; (17)Flash Point: 222.697 °C; (18)Enthalpy of Vaporization: 70.247 kJ/mol; (19)Boiling Point: 444.618 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C 

People can use the following data to convert to the molecule structure.
1. SMILES:COc1ccc(cc1S(N)(=O)=O)CC(C)=O
2. InChI:InChI=1/C10H13NO4S/c1-7(12)5-8-3-4-9(15-2)10(6-8)16(11,13)14/h3-4,6H,5H2,1-2H3,(H2,11,13,14) 
3. InChIKey:MQQJFLHZXQRKKJ-UHFFFAOYAZ

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