2-(2-Thienyl)ethyl 4-methylbenzenesulfonate supplier

Name
2-(2-thienyl)ethyl toluene-p-sulphonate
EINECS 254-911-5
CAS No. 40412-06-4
Article Data26
CAS DataBase
Density 1.28 g/cm³
Solubility
Melting Point
Formula C₁₃H₁₄O₃S₂
Boiling Point 433.2 °C at 760 mmHg
Molecular Weight 282.384
Flash Point 215.8 °C
Transport Information
Appearance Off-white solid
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2-(2-Thienyl)ethyl toluene-p-sulfonate;2-(2-Thienyl)ethyl tosylate;2-(2-Thiophene)ethanol tosylate;2-(Thien-2-yl)ethyl 4-methylbenzenesulfonate;2-Thiophene ethanol tosylate;2-Thiopheneethanol p-toluenesulfonate;2-Thiopheneethanol,2-(4-methylbenzenesulfonate);
PSA 79.99000
LogP 4.08530

Synthetic route

: 5402-55-1
2-thiophenethanol

: 98-59-9
p-toluenesulfonyl chloride

: 40412-06-4
2-(2-thienyl)ethyl tosylate

Conditions

Conditions	Yield
With triethylamine at 35℃; Cooling with ice;	98%
With triethylamine In toluene at 5 - 30℃; for 20.8333h; Product distribution / selectivity;	96.37%
With triethylamine In dichloromethane at -5 - 20℃; for 2h;	96.5%

: 5402-55-1
2-thiophenethanol

: 104-15-4
toluene-4-sulfonic acid

: 40412-06-4
2-(2-thienyl)ethyl tosylate

Conditions

Conditions	Yield
With triethylamine In di-isopropyl ether at 20℃; for 50h;	86%
With ferric nitrate In 1,2-dichloro-ethane Reagent/catalyst; Reflux;	78%

: 7732-18-5
water

: 98-59-9
p-toluenesulfonyl chloride

: 40412-06-4
2-(2-thienyl)ethyl tosylate

Conditions

Conditions	Yield
With potassium hydrogensulfate In pyridine

: 57382-97-5
ethyl thiophen-2-ylacetate

: 40412-06-4
2-(2-thienyl)ethyl tosylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / Inert atmosphere 2: pyridine / Inert atmosphere View Scheme

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: 141109-16-2
α-amino-(2-chlorophenyl)acetic acid methyl ester

: (S)-(+)-α-(2-thienylethylamino)-α-(2-chlorophenyl)acetic acid methyl ester hydrochloride

Conditions

Conditions	Yield
Stage #1: 2-(2-thienyl)ethyl tosylate; α-amino-(2-chlorophenyl)acetic acid methyl ester With sodium hydrogencarbonate In acetonitrile at 60 - 70℃; for 48h; Stage #2: With hydrogenchloride In acetone at -5℃; for 2h; Temperature; Solvent; Reagent/catalyst;	96.61%

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: C17H15Cl2NO4

: C23H21Cl2NO4S

Conditions

Conditions	Yield
With triethylamine In acetonitrile Reflux;	95%

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: 213018-92-9
(S)-methyl 2-amino-2-(2-chlorophenyl)acetate hydrochloride salt

: (S)-(+)-α-(2-thienylethylamino)-α-(2-chlorophenyl)acetic acid methyl ester hydrochloride

Conditions

Conditions	Yield
Stage #1: (S)-methyl 2-amino-2-(2-chlorophenyl)acetate hydrochloride salt With sodium carbonate In water at 20℃; Green chemistry; Stage #2: 2-(2-thienyl)ethyl tosylate With dipotassium hydrogenphosphate In water at 70 - 95℃; for 11h; Green chemistry; Stage #3: With hydrogenchloride In water; ethyl acetate at 20℃; pH=1.5; Solvent; Temperature; Reagent/catalyst; Green chemistry;	92%
Stage #1: 2-(2-thienyl)ethyl tosylate; (S)-methyl 2-amino-2-(2-chlorophenyl)acetate hydrochloride salt With triethylamine at 78 - 82℃; for 8 - 10h; Stage #2: With hydrogenchloride In isopropyl alcohol Product distribution / selectivity;	42%

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: 101470-23-9
Desthienyl-Rotigotine

: 99755-59-6
rotigotine

Conditions

Conditions	Yield
With sodium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 24h;	92%
With sodium sulfite In 5,5-dimethyl-1,3-cyclohexadiene for 48h; Reflux;	2.8 kg
With sodium sulfite In 5,5-dimethyl-1,3-cyclohexadiene for 48h; Concentration; Time; Reagent/catalyst; Reflux; Industrial scale;	3.06 kg

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: 141109-14-0
methyl (S)-(+)-2-amino-2-(2-chlorophenyl)acetate

: (S)-(+)-α-(2-thienylethylamino)-α-(2-chlorophenyl)acetic acid methyl ester hydrochloride

Conditions

Conditions	Yield
Stage #1: 2-(2-thienyl)ethyl tosylate; methyl (S)-(+)-2-amino-2-(2-chlorophenyl)acetate With sodium hydrogencarbonate; potassium iodide In acetonitrile at 85℃; for 27h; Stage #2: With hydrogenchloride In water at 20℃; for 2h;	91%
Stage #1: 2-(2-thienyl)ethyl tosylate; methyl (S)-(+)-2-amino-2-(2-chlorophenyl)acetate With potassium dihydrogen phosphate trihydrate In water at 45 - 100℃; for 15h; Stage #2: With hydrogenchloride at 0 - 3℃; for 1h; pH=1.2 - 1.5;	89%
Stage #1: 2-(2-thienyl)ethyl tosylate; methyl (S)-(+)-2-amino-2-(2-chlorophenyl)acetate With dipotassium hydrogenphosphate In acetic acid tert-butyl ester at 92.5℃; for 30h; Stage #2: With hydrogenchloride In water; ethyl acetate at 12.5℃; for 0.416667h; Product distribution / selectivity;	66.3%

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: 677-22-5
tert-butylmagnesium chloride

: 2-(3,3-dimethylbutyl)thiophene

Conditions

Conditions	Yield
With copper(l) chloride In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;	87%

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 28783-49-5
N-(2-(thien-2-yl)ethyl)formamide

Conditions

Conditions	Yield
With formic acid at 80℃; for 8.5h; Inert atmosphere;	83.5%

: tris(2-thienyl)borane

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: 7326-80-9
1,2-bis(thiophen-2-yl)ethane

Conditions

Conditions	Yield
Stage #1: tris(2-thienyl)borane; 2-(2-thienyl)ethyl tosylate With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 85℃; Inert atmosphere; Stage #2: With dihydrogen peroxide; sodium hydroxide In 1,4-dioxane; cyclohexane for 1h; Inert atmosphere;	82.3%

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: (S)-1,2,3,4-tetrahydro-5-hydroxy-N-propyl-naphthalen-2-ammonium hydrobromide

: 125572-93-2
rotigotine hydrochloride

Conditions

Conditions	Yield
Stage #1: (S)-1,2,3,4-tetrahydro-5-hydroxy-N-propyl-naphthalen-2-ammonium hydrobromide With sodium carbonate In o-xylene; water at 70 - 80℃; Stage #2: 2-(2-thienyl)ethyl tosylate With sodium carbonate In o-xylene Reflux; Stage #3: With hydrogenchloride In o-xylene; water; isopropyl alcohol; toluene at 15 - 55℃;	82%

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: 73183-34-3
bis(pinacol)diborane

: 1361022-77-6
4,4,5,5-tetramethyl-2-(2-(thiophen-2-yl)ethyl)-1,3,2-dioxaborolane

Conditions

Conditions	Yield
With copper(l) iodide; tetra-(n-butyl)ammonium iodide; lithium tert-butoxide In acetonitrile at 60℃; for 18h; Inert atmosphere;	74%
With catalyst: CuI/P(C6H5)3 In not given under Ar, base - not given; at 25°C for 18 h;	74%

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: 4559-70-0
Diphenylphosphine oxide

: diphenyl(2-(thiophen-2-yl)ethyl)phosphine oxide

Conditions

Conditions	Yield
With N,N,N,N,-tetramethylethylenediamine; lithium methanolate In 1-methyl-pyrrolidin-2-one at 40℃; for 24h;	74%

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: 141109-14-0
methyl (S)-(+)-2-amino-2-(2-chlorophenyl)acetate

: 141109-20-8
methyl (S)-2-(2-chlorophenyl)-2-[2-(thien-2-yl)ethylamino]acetate

Conditions

Conditions	Yield
With sodium hydrogencarbonate; potassium iodide In acetonitrile for 12h; Reflux;	70%
With triethylamine at 78 - 82℃; for 8 - 10h; Product distribution / selectivity;

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: (S)-5-methoxy-1,2,3,4-tetrahydronaphthalen-2-amine hydrochloride

: 1232344-35-2
(-)-(S)-5-methoxy-2-[N-2-(2-thienyl)ethylamino]tetralin hydrochloride

Conditions

Conditions	Yield
Stage #1: 2-(2-thienyl)ethyl tosylate; (S)-5-methoxy-1,2,3,4-tetrahydronaphthalen-2-amine hydrochloride With potassium carbonate In acetonitrile at 20 - 85℃; Stage #2: With hydrogenchloride In water; ethyl acetate at 0 - 85℃;	70%

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: 213018-92-9
(S)-methyl 2-amino-2-(2-chlorophenyl)acetate hydrochloride salt

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile for 8.5h; Product distribution / selectivity; Heating / reflux;	58%

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: 56413-06-0
1‐(2‐chloroethyl)‐4,5‐dihydro‐1H‐1,2,3,4‐tetrazol‐5‐one

: 69049-05-4
1-(2-chloroethyl)-1,4-dihydro-4-<2-(2-thienyl)ethyl>-5H-tetrazol-5-one

Conditions

Conditions	Yield
With sodium carbonate In N,N-dimethyl-formamide at 70℃;	46.5%

: (-)-5-hydroxy-N-(n-propyl)-2-aminotetralin

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: 81-04-9
naphthalene-1,5-disulfonate

: (-)-5-hydroxy-N-(n-propyl)-2-aminotetralin toluenesulfonate

B: ((S)-6-(propyl(2-thiophen-2-yl)ethyl)amino)-5,6,7,8-tetrahydronaphthalen-1-ol heminaphthalene-1,5-disulfonate

Conditions

Conditions	Yield
Stage #1: (-)-5-hydroxy-N-(n-propyl)-2-aminotetralin; 2-(2-thienyl)ethyl tosylate In iso-butylacetate at 110℃; for 10h; Stage #2: naphthalene-1,5-disulfonate In isopropyl alcohol; acetone at 20℃; Product distribution / selectivity;	A n/a B 37.8%
Stage #1: (-)-5-hydroxy-N-(n-propyl)-2-aminotetralin; 2-(2-thienyl)ethyl tosylate In 2-methylpropyl acetate at 110℃; for 10h; Stage #2: naphthalene-1,5-disulfonate In isopropyl alcohol; acetone at 20℃;
Stage #1: (-)-5-hydroxy-N-(n-propyl)-2-aminotetralin; 2-(2-thienyl)ethyl tosylate In iso-butylacetate at 110℃; for 10h; Stage #2: naphthalene-1,5-disulfonate In isopropyl alcohol; acetone at 20℃;

...Expand

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: 1097193-08-2
N-((fluoromethyl)(oxo)(phenyl)-λ6-sulfaneylidene)-4-methylbenzenesulfonamide

: N-((1-fluoro-3-(thiophen-2-yl)propyl)(oxo)(phenyl)-λ6-sulfaneylidene)-4-methylbenzenesulfonamide

Conditions

Conditions	Yield
Stage #1: N-((fluoromethyl)(oxo)(phenyl)-λ6-sulfaneylidene)-4-methylbenzenesulfonamide With tert.-butyl lithium In tetrahydrofuran; hexane at -78℃; for 1h; Schlenk technique; Inert atmosphere; Stage #2: 2-(2-thienyl)ethyl tosylate In tetrahydrofuran; hexane at -78 - 20℃; for 24h; Schlenk technique; Inert atmosphere;	27%

: 110-89-4
piperidine

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: 122861-43-2
1-<2-(2-Thienyl)ethyl>piperidine Hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride; sodium carbonate 1) toluene, reflux, 3,5 h, 2) diethyl ether;

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: 55163-91-2
ethyl thioglycolate sodium salt

: 107291-81-6
(2-Thiophen-2-yl-ethylsulfanyl)-acetic acid ethyl ester

Conditions

Conditions	Yield
In ethanol for 1h; Yield given;

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: 75970-76-2
1-(phenylmethyl)-N-(4-piperidinyl)-1H-benzimidazol-2-amine

: 98244-82-7
1-(phenylmethyl)-N-<1-<2-(2-thienyl)ethyl>-4-piperidinyl>-1H-benzimidazol-2-amine

Conditions

Conditions	Yield
With sodium carbonate In N,N-dimethyl-formamide at 70℃;

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: 1609-66-1
Norfentanyl

: 79278-88-9
N-Phenyl-N-<1-<2-(2-thienyl)ethyl>-4-piperidyl>propanamide Hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride; sodium carbonate 1) toluene, reflux, 3,5 h, 2) diethyl ether; Multistep reaction;

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: 87693-73-0
4-(cyclohexylcarbonyl)-2,6-dioxopiperazine

: 89508-14-5
4-cyclohexylcarbonyl-N-<2-(2-thienyl)ethyl>piperazine-2,6-dione

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 85℃; for 2h;

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: 213018-92-9
(S)-methyl 2-amino-2-(2-chlorophenyl)acetate hydrochloride salt

: 141109-20-8
methyl (S)-2-(2-chlorophenyl)-2-[2-(thien-2-yl)ethylamino]acetate

Conditions

Conditions	Yield
With triethylamine at 78 - 82℃; for 8 - 10h; Product distribution / selectivity;

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: 69049-11-2
1-{2-[5-oxo-4-(2-thiophen-2-yl-ethyl)-4,5-dihydro-tetrazol-1-yl]-ethyl}-4-(N-propionyl-anilino)-piperidine-4-carboxylic acid methyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 46.5 percent / Na2CO3 / dimethylformamide / 70 °C 2: Na2CO3 / dimethylformamide / 70 °C View Scheme

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: 107292-02-4
6,7-Dihydro-4H-thieno[3,2-c]thiopyran-4-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: ethanol / 1 h 2: N-chlorosuccinimide / CCl4 / Ambient temperature; overnight 3: 62 percent / SnCl4 / CH2Cl2 4: 92 percent / aq. 6N NaOH / 0.5 h / Heating View Scheme

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: 107291-97-4
6,7-Dihydro-4H-thieno[3,2-c]thiopyran-4-carboxylic acid ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: ethanol / 1 h 2: N-chlorosuccinimide / CCl4 / Ambient temperature; overnight 3: 62 percent / SnCl4 / CH2Cl2 View Scheme

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: 107291-89-4
Chloro-(2-thiophen-2-yl-ethylsulfanyl)-acetic acid ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ethanol / 1 h 2: N-chlorosuccinimide / CCl4 / Ambient temperature; overnight View Scheme

2-(2-Thienyl)ethyl 4-methylbenzenesulfonate Specification

This chemical is called 2-(2-Thienyl)ethyl toluene-p-sulphonate, and it's also named as 2-thiophen-2-ylethyl 4-methylbenzenesulfonate. With the molecular formula of C₁₃H₁₄O₃S₂, its molecular weight is 282.38. The CAS registry number of this chemical is 40412-06-4.

Other characteristics of the 2-(2-Thienyl)ethyl toluene-p-sulphonate can be summarised as followings: (1)ACD/LogP: 3.17; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 3; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 5; (6)Polar Surface Area: 79.99 Å²; (7)Index of Refraction: 1.586; (8)Molar Refractivity: 74.04 cm³; (9)Molar Volume: 220.5 cm³; (10)Polarizability: 29.35×10^-24cm³; (11)Surface Tension: 48 dyne/cm; (12)Density: 1.28 g/cm³; (13)Flash Point: 215.8 °C; (14)Enthalpy of Vaporization: 66.25 kJ/mol; (15)Boiling Point: 433.2 °C at 760 mmHg; (16)Vapour Pressure: 2.64E-07 mmHg at 25°C.

You can still convert the following datas into molecular structure:
1.SMILES: O=S(=O)(OCCc1sccc1)c2ccc(cc2)C
2.InChI: InChI=1/C13H14O3S2/c1-11-4-6-13(7-5-11)18(14,15)16-9-8-12-3-2-10-17-12/h2-7,10H,8-9H2,1H3
3.InChIKey: HLPRKWVEMYDPAU-UHFFFAOYAQ

Product Name

2-(2-thienyl)ethyl toluene-p-sulphonate

Synthetic route

2-(2-Thienyl)ethyl 4-methylbenzenesulfonate Specification

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