10147-36-1

Basic information

• Product Name: 1-Propanesulfonyl chloride
• Synonyms: 1-PROPANESULFONYL CHLORIDE;PROPANE-1-SULFONYL CHLORIDE;PROPANE SULFONYL CHLORIDE;1-Propanesulfonyl Chloride, Pract.;propanesulphonyl chloride;Propane-1-sulfonic acid chloride;1-Propanesulfonyl chloride,99%;1-Propanesulfonyl chloride ,98%
• CAS NO: 10147-36-1
• Molecular Formula: C₃H₇ClO₂S
• Molecular Weight: 142.6
• EINECS: 233-414-7
• Product Categories: Organic Building Blocks;Sulfonyl Halides;Sulfur Compounds;Agrochemical Intermediates
• Mol File: 10147-36-1.mol
• Article Data: 11

Chemical Properties

• Melting Point: -37 °C
• Boiling Point: 78-79 °C15 mm Hg(lit.)
• Flash Point: 176 °F
• Appearance: /
• Density: 1.267 g/mL at 25 °C(lit.)
• Vapor Density: 4.9 (vs air)
• Vapor Pressure: 0.675mmHg at 25°C
• Refractive Index: n20/D 1.453(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility: Decomposes in hot water.
• Sensitive: Moisture Sensitive
• BRN: 1747500
• CAS DataBase Reference: 1-Propanesulfonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Propanesulfonyl chloride(10147-36-1)
• EPA Substance Registry System: 1-Propanesulfonyl chloride(10147-36-1)

Safety Data

• Hazard Codes: C
• Statements: 14-34-36-R36-R34-R14
• Safety Statements: 26-36/37/39-45-S45-S36/37/39-S26
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• F: 10-19-21
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 10147-36-1(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow liquid

Uses

1-Propanesulfonyl chloride was used in synthesis of 1-alkyl-3-methylimidazolium alkanesulfonate ionic liquids.

InChI:InChI=1/C3H7ClO2S/c1-2-3-7(4,5)6/h2-3H2,1H3

Synthetic route

Dipropyl disulfide (629-19-6) → n-propanesulfonyl chloride (10147-36-1)

Conditions	Yield
With chloro-trimethyl-silane; potassium nitrate In dichloromethane at 50℃; for 4h;	98%

propyl thiocyanate (4251-16-5) → n-propanesulfonyl chloride (10147-36-1)

Conditions	Yield
With water; chlorine at 5℃;
Stage #1: propyl thiocyanate With water; acetic acid at 50℃; for 0.5h; Stage #2: With sulfuryl dichloride at 50℃; for 0.5h;
With water; chlorine at 5℃;

propane (74-98-6) → 2-propanesulfonyl chloride (10147-37-2) + n-propanesulfonyl chloride (10147-36-1)

Conditions	Yield
With tetrachloromethane; sulfur dioxide; chlorine Irradiation.mit UV-Licht;

propanesulfonic acid (5284-66-2) → n-propanesulfonyl chloride (10147-36-1)

Conditions	Yield
With phosphorus pentachloride
With sulfuryl dichloride In N,N-dimethyl-formamide at 100 - 105℃; for 3h; Yield given;
With triethylamine In acetone at 80℃; for 0.333333h; microwave irradiation;

1-thiopropane (107-03-9) → n-propanesulfonyl chloride (10147-36-1)

Conditions	Yield
With chlorine; acetic acid

dipropyl sulfoxide (4253-91-2) → n-propanesulfonyl chloride (10147-36-1)

Conditions	Yield
With water; chlorine In water at 25 - 30℃; for 1.5h;

propyl bromide (106-94-5) → n-propanesulfonyl chloride (10147-36-1)

Conditions	Yield
(i) aq. (NH4)2SO3, (ii) PCl5; Multistep reaction;

1-propanesulfonic acid sodium salt (14533-63-2) → n-propanesulfonyl chloride (10147-36-1)

Conditions	Yield
With chlorine-triphenylphosphine In acetonitrile for 15h; Ambient temperature;

propyl thiocyanate (4251-16-5) + water (7732-18-5) + chlorine (7782-50-5) → n-propanesulfonyl chloride (10147-36-1)

thiosulfuric acid S-propyl ester + chlorine (7782-50-5) + acetic acid (64-19-7) → n-propanesulfonyl chloride (10147-36-1)

Conditions	Yield
Natrium-Salz reagiert;

ammonium- → n-propanesulfonyl chloride (10147-36-1)

Conditions	Yield
With phosphorus pentachloride

potassium salt of/the/ propane-α-sulfonic acid → n-propanesulfonyl chloride (10147-36-1)

Conditions	Yield
With phosphorus pentachloride

S-propyl-isothiourea hydrochloride → n-propanesulfonyl chloride (10147-36-1)

Conditions	Yield
With water; chlorine at 10 - 15℃;

n-propanesulfonyl chloride (10147-36-1) → propane-1-sulfonamide (24243-71-8)

Conditions	Yield
With ammonia In diethyl ether at 0℃; for 0.166667h;	100%
With ammonia In toluene at -78℃; for 1h;	83.1%
With ammonia In tetrahydrofuran at 20℃; for 0.3h;	59.5%

n-propanesulfonyl chloride (10147-36-1) + benzotriazol-1-ol (2592-95-2) → 1-hydroxybenzotriazol propanesulfonate (637031-27-7)

Conditions	Yield
With potassium carbonate In dichloromethane at 0℃; for 1h;	100%

n-propanesulfonyl chloride (10147-36-1) + 1-(3-aminophenyl)ethanone (99-03-6) → N-(3-acetylphenyl)-1-propane-sulfonamide (844679-65-8)

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 20h;	100%

n-propanesulfonyl chloride (10147-36-1) + 4-cyano-4-phenylpiperidine hydrochloride (51304-58-6) → 4-phenyl-1-(propylsulfonyl)piperidine-4-carbonitrile (852029-75-5)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 2h;	100%

n-propanesulfonyl chloride (10147-36-1) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-(propylsulfonyl)piperazine-1-carboxylate (913952-86-0)

Conditions	Yield
With triethylamine In dichloromethane at 25℃; for 3h; Inert atmosphere;	100%
With triethylamine In dichloromethane at 0 - 20℃;	90%
With triethylamine In dichloromethane
With triethylamine In tert-butyl methyl ether at 20℃; for 2h;	13.5 g

n-propanesulfonyl chloride (10147-36-1) + 4-Methyl-3-nitroanilin (119-32-4) → N-(4-methyl-3-nitrophenyl)-N-(propylsulfonyl)propane-1-sulfonamide (1269421-29-5)

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 2h;	100%
With triethylamine In dichloromethane at 0 - 20℃;	100%

n-propanesulfonyl chloride (10147-36-1) + 3,4-dihydroxy-2,5-dicarboxylic acid thiophene (14282-58-7) → 3,4-bis(propanesulfonyloxy)thiophene

Conditions	Yield
Stage #1: 3,4-dihydroxy-2,5-dicarboxylic acid thiophene With pyridine at 5 - 25℃; for 1h; Inert atmosphere; Stage #2: n-propanesulfonyl chloride With triethylamine at 7 - 25℃; for 18h; Inert atmosphere;	100%

n-propanesulfonyl chloride (10147-36-1) + tert-butyl (4-aminobenzyl)carbamate (94838-55-8) → tert-butyl N-[(4-propylsulfonylamino)benzyl]carbamate (401573-20-4)

Conditions	Yield
With pyridine at 20℃; for 16h;	99%
With pyridine In dichloromethane at 20℃;

4-(3-aminophenyl)-N-benzyl-trans-3,4-dimethylpiperidine + n-propanesulfonyl chloride (10147-36-1) → (+/-)-N-benzyl-trans-3,4-dimethyl-4-(3-propanesulfonylaminophenyl)piperidine

Conditions	Yield
In pyridine	99%

N-cyclohexyl-1-(2,4-dichlorophenyl)-5-(4-hydroxyphenyl)-4-methyl-1H-pyrazole-3-carboxamide (921627-90-9) + n-propanesulfonyl chloride (10147-36-1) → 4-[3-[(cyclohexylamino)carbonyl]-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazol-5-yl]phenyl propane-1-sulfonate

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	99%

n-propanesulfonyl chloride (10147-36-1) + 3-Hydroxyacetophenone (121-71-1) → 3-acetylphenyl propane-1-sulfonate (937079-67-9)

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 5h;	99%

n-propanesulfonyl chloride (10147-36-1) + N-(5-amino-2-methylphenyl)-5-methylisoxazole-4-carboxamide → 5-methylisoxazole-4-carboxylic acid [2-methyl-5-(propane-1-sulfonylamino)phenyl]amide

Conditions	Yield
In dichloromethane at 20℃;	99%
With pyridine In dichloromethane at 20℃;	47%

4-cyanopiperidine (4395-98-6) + n-propanesulfonyl chloride (10147-36-1) → N-1-propanesulfonyl-4-cyanopiperidine

Conditions	Yield
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 2.5h;	99%

n-propanesulfonyl chloride (10147-36-1) + 4-bromo-2-methoxyaniline (59557-91-4) → N- (4-bromo-2-methoxyphenyl)propane-1-sulfonamide

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 16h; Inert atmosphere;	99%
With pyridine In dichloromethane at 20℃; for 16h; Inert atmosphere;	99%

1-(2,4-dichlorophenyl)-5-(4-hydroxyphenyl)-1H-pyrazole-3-carboxylic acid ethyl ester (863639-54-7) + n-propanesulfonyl chloride (10147-36-1) → 1-(2,4-dichlorophenyl)-5-[4-(propane-1-sulfonyloxy)-phenyl]-1H-pyrazole-3-carboxylic acid ethyl ester (863639-55-8)

Conditions	Yield
With triethylamine In dichloromethane at 0℃; for 1h;	98%
With triethylamine In dichloromethane at 0℃; for 1h;	98%

n-propanesulfonyl chloride (10147-36-1) + (R)-(6-(4-chlorophenyl)-8-methoxy-1-methyl-4H-benzo[f][1,2,4]-triazolo[4,3-a][1,4]diazepin-4-yl)methanol → (R)-(6-(4-chlorophenyl)-8-methoxy-1-methyl-4H-benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepin-4-yl)methyl propane-1-sulfonate

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 3h;	98%

2-amino-3,4-difluoronitro-benzene (211693-73-1) + n-propanesulfonyl chloride (10147-36-1) → N-(2,3-difluoro-6-nitrophenyl)-N-(propylsulfonyl)propane-1-sulfonamide

Conditions	Yield
Stage #1: 2-amino-3,4-difluoronitro-benzene With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.5h; Stage #2: n-propanesulfonyl chloride In tetrahydrofuran; mineral oil at 20℃;	98%

n-propanesulfonyl chloride (10147-36-1) → sodium propane-1-sulfinate (39165-62-3)

Conditions	Yield
With sodium carbonate; sodium sulfite In water for 1h; Reflux;	97%
With sodium hydrogencarbonate; sodium sulfite In water at 80℃; for 4h;	87%
With sodium carbonate; sodium sulfite In water at 80℃; for 1h;
With sodium hydrogencarbonate; sodium sulfite In water at 80℃; for 4h;

n-propanesulfonyl chloride (10147-36-1) + (4S,5S)-4-(biphenyl-4-yl)-2,2-dimethyl-1,3-dioxan-5-amine (212195-36-3) → N-[(4S,5S)-4-(biphenyl-4-yl)-2,2-dimethyl-1,3-dioxan-5-yl]propane-1-sulfonamide (518358-60-6)

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	97%
With triethylamine In dichloromethane for 2h; 0 deg C to r.t.;

n-propanesulfonyl chloride (10147-36-1) + methyl 2-chloro-3-amino-6-fluorobenzoate (1268830-74-5) → methyl 2-chloro-6-fluoro-3-(propylsulfonamido)benzoate (1268830-75-6)

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 3.33333h;	97%
With triethylamine In dichloromethane at 20℃; for 2h;	97%
Stage #1: methyl 3-amino-2-chloro-6-fluorobenzoate With triethylamine In dichloromethane at 0℃; for 1.33333h; Stage #2: n-propanesulfonyl chloride In dichloromethane at 20℃; for 2h;	97%

n-propanesulfonyl chloride (10147-36-1) + tert-butyl N-(1-amino-3-bicyclo[1.1.1]pentanyl)carbamate → tert-butyl (3-(propylsulfonamido)bicyclo[1.1.1]pentan-1-yl)carbamate

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 3h;	97%

2,4-dichloro-3-iodoaniline (1000590-77-1) + n-propanesulfonyl chloride (10147-36-1) → N-(2,4-dichloro-3-iodophenyl)propane-1-sulfonamide

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 1h;	97%

n-propanesulfonyl chloride (10147-36-1) + (6-aminospiro[3.3]hept-2-yl)carbamic acid tert-butyl ester (1239589-52-6) → C15H28N2O4S

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	97%

n-propanesulfonyl chloride (10147-36-1) + 1,1-difluoro-2-(2-naphthyl)ethene (131581-40-3) → (E)-2-[2-fluoro-2-(propylsulfonyl)vinyl]naphthalene

Conditions	Yield
Stage #1: n-propanesulfonyl chloride With sodium hydrogencarbonate; sodium sulfite In water at 80℃; for 12h; Inert atmosphere; Stage #2: 1,1-difluoro-2-(2-naphthyl)ethene In dimethyl sulfoxide at 40℃; for 48h; Inert atmosphere;	97%

n-propanesulfonyl chloride (10147-36-1) + benzylamine (100-46-9) → N-benzylpropane-1-sulfonamide (207574-06-9)

Conditions	Yield
In ethyl acetate at 0 - 20℃; for 1h;	96%
In tetrahydrofuran at 0 - 20℃;	89%
With triethylamine In acetonitrile at 0 - 20℃; Yield given;

furan-2-ylmethanamine (617-89-0) + n-propanesulfonyl chloride (10147-36-1) → N-(2-furylmethyl)-1-propanesulfonylamide

Conditions	Yield
With dmap; triethylamine In tetrahydrofuran a) 0 deg C, 3 h, b) RT, 12 h;	96%

n-propanesulfonyl chloride (10147-36-1) + 5-bromo-2-methylaniline (39478-78-9) → N-(5-bromo-2-methylphenyl)propane-1-sulfonamide

Conditions	Yield
With pyridine; dmap In dichloromethane at 20℃; for 16h;	96%
With pyridine; dmap In dichloromethane at 20℃; for 40h; Inert atmosphere;	96%

n-propanesulfonyl chloride (10147-36-1) + (S)-7-(2-hydroxy-ethoxy)-8,8-dimethyl-7,8-dihydro-6H-pyrano[3,2-g]chromen-2-one → propane-1-sulfonic acid (S)-2-(2,2-dimethyl-8-oxo-3,4-dihydro-2H,8H-pyrano[3,2-g]chromen-3-yloxy)ethyl ester

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 3h;	96%

n-propanesulfonyl chloride (10147-36-1) + (1s,3s)-N1-methyl-N1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)cyclobutane-1,3-diamine phosphoric acid → N-((1S,3S)-3-(methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)cyclobutyl)propane-1-sulfonamide

Conditions	Yield
With sodium hydroxide In 2-methyltetrahydrofuran; water at 10 - 20℃; pH=2;	96%

Upstream product

• 4251-16-5 propyl thiocyanate 
• 7732-18-5 water 
• 7782-50-5 chlorine 
• 629-19-6 Dipropyl disulfide 
• 64-19-7 acetic acid 
• 14533-63-2 1-propanesulfonic acid sodium salt 
• 106-94-5 propyl bromide 
• 4253-91-2 dipropyl sulfoxide 
• 107-03-9 1-thiopropane 
• 5284-66-2 propanesulfonic acid 
• 74-98-6 propane 

Downstream Products

• 108846-57-7 trans-1,4-bis-(propane-1-sulfonyloxy)-cyclohexane 
• 24243-71-8 propane-1-sulfonamide 
• 423-40-5 1-perfluoropropanesulfonyl fluoride 
• 629-19-6 Dipropyl disulfide 
• 96118-08-0 4-(propane-1-sulfonylamino)-benzoic acid ethyl ester 
• 109936-53-0 Propyl-sulfonsaeure-(1)-<4-nitro-phenylester> 
• 91284-43-4 ethyl 1-propanesulfonate 
• 10307-22-9 α-monodeutero propanesulfonic acid methyl ester 
• 2697-50-9 Methyl propansulfonat 
• 143330-51-2 4-benzyl alcohol 
• 124790-91-6 C₁₀H₁₆N₂O₄S₂ 
• 124790-93-8 C₉H₁₃N₃O₆S₂ 
• 4104-90-9 allenyltriphenylstannane 
• 95019-51-5 1-(propane-1-sulfonyl)propa-1,2-diene 

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