2-Mercaptopyridine supplier

Name
2-Mercaptopyridine
EINECS 220-131-9
CAS No. 2637-34-5
Article Data89
CAS DataBase
Density 1.2 g/cm³
Solubility water: 50 g/L (20 °C)
Melting Point 127-130 °C(lit.)
Formula C₅H₅NS
Boiling Point 184.9 °C at 760 mmHg
Molecular Weight 111.167
Flash Point 65.6 °C
Transport Information
Appearance yellow crystalline powder
Safety 26-36-28A-22
Risk Codes 36/37/38-36/38-22
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms 2-Pyridinethione;Thiopyridone-2 [French];2 (1H)-Pyridinethione;1H-pyridine-2-thione;1120-96-3;2-Thiopyridone;123574-65-2;2-Thiopyridine;2-Mercapto pyridine;
PSA 51.69000
LogP 1.37030

Synthetic route

: 61-90-5
L-leucine

: 105678-24-8
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

A: 2637-34-5
2-Mercaptopyridine

B: 13139-15-6
N-tert-butoxycarbonyl-L-leucine

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 12h; Ambient temperature;	A n/a B 95%

...Expand

: 105678-24-8
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

: 147-85-3
L-proline

A: 2637-34-5
2-Mercaptopyridine

B: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 4h; Ambient temperature;	A n/a B 95%

...Expand

: 67-56-1
methanol

: 2297-41-8
pyridin-2-yl 1-thio-β-D-glucopyranoside

A: 2637-34-5
2-Mercaptopyridine

B: 709-50-2
methyl beta-D-glucopyranoside

Conditions

Conditions	Yield
With citrate-phosphate buffer; almond β-D-glucosidase at 25℃; for 1h; pH=5.0;	A n/a B 95%

...Expand

: 46721-77-1
1-phenyl-2-(pyridin-2-ylthio)ethan-1-one

: 2637-34-5
2-Mercaptopyridine

Conditions

Conditions	Yield
With magnesium; acetic acid In methanol at 20℃;	94%

: 2127-03-9
2,2'-dipyridyldisulphide

: 88-61-9
2,4-dimethylbenzenesulfonic acid

: 603-35-0
triphenylphosphine

A: 2637-34-5
2-Mercaptopyridine

B: 13616-82-5
2,4-dimethyl-thiophenol

C: 791-28-6
Triphenylphosphine oxide

Conditions

Conditions	Yield
In benzene for 2h; Product distribution; Mechanism; Heating; further reaction partners - various diaryl disulfides;	A n/a B 92% C 88%

...Expand

: 105678-24-8
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

: L-threonine, dicyclohexylammonium salt

A: 2637-34-5
2-Mercaptopyridine

B: 2592-18-9
Boc-Thr-OH

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 12h; Ambient temperature;	A n/a B 92%

...Expand

: 105678-24-8
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

: L-tyrosine, dicyclohexylammonium salt

A: 2637-34-5
2-Mercaptopyridine

B: 3978-80-1
Boc-Tyr-OH

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 16h; Ambient temperature;	A n/a B 92%

...Expand

: 2127-03-9
2,2'-dipyridyldisulphide

: 2637-34-5
2-Mercaptopyridine

Conditions

Conditions	Yield
With sodium tetrahydroborate; zirconium(IV) chloride In tetrahydrofuran at 35℃; for 0.166667h; Reduction;	90%
With sodium citrate; titanium(III) chloride In ethanol; water; acetic acid pH 4.5 to 6.O;	40%
With water; titanium(IV) oxide In acetonitrile at 22℃; Irradiation;

: 105678-24-8
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

: L-methionine, dicyclohexylammonium salt

A: 2637-34-5
2-Mercaptopyridine

B: 2488-15-5
N-tert-butoxycarbonyl-L-methionine

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 8h; Ambient temperature;	A n/a B 90%

...Expand

: 105678-24-8
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

: L-phenylalanine, dicyclohexylammonium salt

A: 2637-34-5
2-Mercaptopyridine

B: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 16h; Ambient temperature;	A n/a B 89%

...Expand

: 105678-24-8
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

: 73-22-3
L-Tryptophan

A: 2637-34-5
2-Mercaptopyridine

B: 13139-14-5
Boc-Trp-OH

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 8h; Ambient temperature;	A n/a B 89%

...Expand

: 1334524-24-1
triisopropylsilyl 4-(pyridine-2-yldisulfanyl)pentanoate

: 39161-85-8
alpha-mercaptophenylacetic acid

A: 2637-34-5
2-Mercaptopyridine

B: 1334524-25-2
[2-({5-oxo-5-[(triisopropylsilyl)oxy]pentan-2-yl}disulfanyl)phenyl]acetic acid

Conditions

Conditions	Yield
In tetrahydrofuran at -10 - 20℃; for 1.5h; Inert atmosphere;	A n/a B 88%

...Expand

: 1121-31-9
2-mercaptopyridine N-oxide

: 2637-34-5
2-Mercaptopyridine

Conditions

Conditions	Yield
With Dimethylphenylsilane In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;	88%
Stage #1: 2-mercaptopyridine N-oxide With bis(pinacol)diborane In water at 110℃; for 10h; Stage #2: With ethylenediamine In water at 20℃; for 1h;	72%

: 89025-67-2
N-palmitoxy-2-pyridinethione

: 108-98-5
thiophenol

A: 2637-34-5
2-Mercaptopyridine

B: 629-62-9
pentadecane

C: 882-33-7
diphenyldisulfane

Conditions

Conditions	Yield
With tetrachloromethane for 0.333333h; Product distribution; Mechanism; Ambient temperature; sonication;	A 87% B 85% C 70%

...Expand

: 105678-24-8
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

: L-serine, dicyclohexylammonium salt

A: 2637-34-5
2-Mercaptopyridine

B: 3262-72-4
(S)-N-(tert-butoxycarbonyl)serine

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 10h; Ambient temperature;	A n/a B 85%

...Expand

: 56-41-7
L-alanin

: 105678-24-8
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

A: 2637-34-5
2-Mercaptopyridine

B: 15761-38-3
L-N-Boc-Ala

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 16h; Ambient temperature;	A n/a B 84%

...Expand

: 105678-24-8
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

: L-cystein, dicyclohexylammonium salt

A: 2637-34-5
2-Mercaptopyridine

B: 20887-95-0
N-(tert-Butyloxycarbonyl)-L-cysteine

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 12h; Ambient temperature;	A n/a B 84%

...Expand

: 56-89-3
L-cystine

: 105678-24-8
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

A: 2637-34-5
2-Mercaptopyridine

B: 10389-65-8
di-t-butoxycarbonyl-L-cystine

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 20h; Ambient temperature;	A n/a B 83%

...Expand

: 72-18-4
L-valine

: 105678-24-8
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

A: 2637-34-5
2-Mercaptopyridine

B: 13734-41-3
t-Boc-L-valine

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 12h; Ambient temperature;	A n/a B 80%

...Expand

: 2297-41-8
pyridin-2-yl 1-thio-β-D-glucopyranoside

: 64-17-5
ethanol

A: 2637-34-5
2-Mercaptopyridine

B: 3198-49-0, 15486-24-5, 18997-88-1, 19467-01-7, 34625-23-5, 59121-69-6, 118245-31-1, 118245-32-2, 142925-34-6
(2R,3R,4S,5S,6R)-2-Ethoxy-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Conditions

Conditions	Yield
With citrate-phosphate buffer; almond β-D-glucosidase at 25℃; for 1h; pH=5.0;	A n/a B 79%

...Expand

: 5029-67-4
2-iodopyridine

: 2637-34-5
2-Mercaptopyridine

Conditions

Conditions	Yield
With sodiumsulfide nonahydrate; copper; ethane-1,2-dithiol In dimethyl sulfoxide at 100℃; for 20h; Inert atmosphere; Green chemistry;	76%
With 4-Methoxybenzenethiol; potassium tert-butylate; bis[2-(diphenylphosphino)phenyl] ether In toluene at 100℃; for 2h;	7%

: 4262-06-0
di-2-pyridyl sulfide

: 108-95-2
phenol

A: 2637-34-5
2-Mercaptopyridine

B: 4783-68-0
2-phenoxypyridine

Conditions

Conditions	Yield
at 200℃; for 1h;	A 47.5 mg B 72%
With potassium tert-butylate In propan-1-ol at 200℃; for 0.5h; Mechanism; further solvents;

...Expand

: (1H-pyridine-2-thionato-S)bis(1H-pyridine-2-thionato-N,S)(1H-pyridine-2-thione-S)rhodium(III)

A: 2637-34-5
2-Mercaptopyridine

: mer-tris(1H-pyridine-2-thionato-N,S)rhodium(III)

Conditions

Conditions	Yield
In neat (no solvent) melting in a porcelain crucible; mlet is cooled and dissolved in CH2Cl2 and eluted through a 5% deactivated alumina column; recrystn. from CHCl3/benzene/light petroleum; elem. anal.;	A n/a B 70%

: 2127-03-9
2,2'-dipyridyldisulphide

: 98-66-8
4-chloro-benzenesulfonic acid

: 603-35-0
triphenylphosphine

A: 2637-34-5
2-Mercaptopyridine

B: 106-54-7
p-Chlorothiophenol

C: 791-28-6
Triphenylphosphine oxide

Conditions

Conditions	Yield
In benzene for 4h; Product distribution; Mechanism; Heating; further reaction partners - various diaryl disulfides;	A n/a B 53% C 65%

...Expand

: 109-04-6
2-bromo-pyridine

: 2637-34-5
2-Mercaptopyridine

Conditions

Conditions	Yield
With sodium thiosulfate In ethanol; water for 22h; Heating; starting pH=3.2, (85percent H3PO4, NaH2PO4);	63%
With propylene glycol; potassium hydrosulfide at 150 - 175℃;

: 38521-46-9
3-carboxy-2-mercaptopyridine

A: 2637-34-5
2-Mercaptopyridine

B: 2127-03-9
2,2'-dipyridyldisulphide

Conditions

Conditions	Yield
at 800℃; under 0.01 Torr;	A 58% B 11%

: 109-04-6
2-bromo-pyridine

: 100-51-6
benzyl alcohol

A: 2637-34-5
2-Mercaptopyridine

B: 51290-79-0
2-(benzylthio)pyridine

Conditions

Conditions	Yield
With water; sodium thiosulfate In neat (no solvent) at 150℃; for 24h; Reagent/catalyst; Sealed tube; Green chemistry; chemoselective reaction;	A n/a B 40%

...Expand

: 3696-28-4
2,2'-dipyridyl disulfide bis-N-oxide

: 2637-34-5
2-Mercaptopyridine

Conditions

Conditions	Yield
With sodium citrate; titanium(III) chloride In ethanol; water; acetic acid pH 4.5 to 6.O;	38%

: 1027185-39-2
(4R,5S)-5-(3-Cyano-indol-1-ylmethyl)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid 2-thioxo-2H-pyridin-1-yl ester

A: 2637-34-5
2-Mercaptopyridine

B: 1-(2,2-Dimethyl-[1,3]dioxol-4-ylmethyl)-1H-indole-3-carbonitrile

C: 1-[(4S,5R)-2,2-Dimethyl-5-(pyridin-2-ylsulfanyl)-[1,3]dioxolan-4-ylmethyl]-1H-indole-3-carbonitrile

D: 1-[(4S,5S)-2,2-Dimethyl-5-(pyridin-2-ylsulfanyl)-[1,3]dioxolan-4-ylmethyl]-1H-indole-3-carbonitrile

Conditions

Conditions	Yield
In tetrahydrofuran at -78℃; for 1.25h; Irradiation;	A 6.9 mg B 11% C 9% D 34%

...Expand

: 142-08-5
2-Pyridone

: 2637-34-5
2-Mercaptopyridine

Conditions

Conditions	Yield
With phosphorous (V) sulfide at 160℃;

: 2637-34-5
2-Mercaptopyridine

: 2127-03-9
2,2'-dipyridyldisulphide

Conditions

Conditions	Yield
With 2,2'-dipyridyl disulfide bis-N-oxide In chloroform for 1h; Ambient temperature;	100%
With oxygen In water at 80℃; under 2250.23 Torr; for 1h;	99%
With manganese(II)carbonate; 3,4,5-trihydroxybenzoic acid; oxygen; sodium carbonate In water at 80℃; under 2250.23 Torr; for 4h; pH=9; Schlenk technique; Green chemistry;	99%

: 2637-34-5
2-Mercaptopyridine

: 111-64-8
n-octanoic acid chloride

: 89397-99-9
S-(pyridin-2-yl)octanethioate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; Cooling with ice bath;	100%
With TEA In dichloromethane at 0℃;
Stage #1: 2-Sulfanylpyridine With triethylamine In dichloromethane at 0℃; Stage #2: n-octanoic acid chloride at 20℃; for 1.5h;

: 2637-34-5
2-Mercaptopyridine

: 14468-88-3
4-azidobutanoyl chloride

: 4-azidobutyric acid 2-thiopyridin-2-yl ester

Conditions

Conditions	Yield
In dichloromethane for 1.5h; from 4 deg C to RT;	100%

: 2637-34-5
2-Mercaptopyridine

: S-sec-butyl methanethiosulfonate

: 6320-03-2
2-chlorothiphenol

: 2949-92-0
methanethiosulfonic acid S-methyl ester

: 2043-76-7
S-ethyl methanethiosulfonate

: 32846-80-3
S-isopropyl methanethiosulfonate

: 24387-69-7
S-propyl methanethiosulfonate

: 52017-46-6
S-butyl methanethiosulfonate

: 18800-53-8
3,4-dimethylthiophenol

: 4521-31-7
o-hydroxymethyl thiophenol

: 60811-24-7
3,4-difluorobenzenethiol

: 86704-82-7
3-ethoxybenzenethiol

: 1849-36-1
para-nitrobenzenethiol

: 1193-02-8
4-aminotiophenol

A: 24367-42-8
2-(isopropyldisulfanyl)pyridine

B: 63434-91-3
2-(methyldisulfanyl)pyridine

C: 60681-89-2
2-(ethyldisulfaneyl)pyridine

D: 1042696-74-1
2-pyridyl 1-methylpropyl disulfide

E: 1042696-70-7
4-methyldisulfanyl-phenylamine

F: 1042696-67-2
m-ethoxyphenyl methyl disulfide

G: 1042696-55-8
o-chlorophenyl ethyl disulfide

H: 1042696-61-6
3,4-dimethylphenyl methyl disulfide

I: 1042696-56-9
o-chlorophenyl isopropyl disulfide

J: 1042696-73-0
o-(hydroxymethyl)phenyl methyl disulfide

K: 1042696-47-8
3,4-difluorophenyl methyl disulfide

L: 1042696-62-7
3,4-dimethylphenyl ethyl disulfide

M: 1042696-57-0
s-butyl o-chlorophenyl disulfide

N: 1042696-63-8
3,4-dimethylphenyl isopropyl disulfide

O: 1042696-58-1
o-chlorophenyl n-propyl disulfide

P: 1042696-65-0
3,4-dimethylphenyl n-propyl disulfide

Q: 1042696-60-5
n-butyl o-chlorophenyl disulfide

R: 1042696-49-0
3,4-difluorophenyl ethyl disulfide

S: 1042696-50-3
3,4-difluorophenyl isopropyl disulfide

T: 1042696-64-9
sec-butyl 3,4-dimethylphenyl disulfide

U: 1042696-51-4
sec-butyl 3,4-difluorophenyl disulfide

V: 1042696-52-5
3,4-difluorophenyl n-propyl disulfide

W: 1042696-66-1
n-butyl 3,4-dimethylphenyl disulfide

X: 1042696-54-7
n-butyl 3,4-difluorophenyl disulfide

Y: 63296-21-9
methyl 4-nitrophenyl disulphide

Conditions

Conditions	Yield
In methanol for 1h; Combinatorial reaction / High throughput screening (HTS);	A 10% B 35% C 25% D 15% E 82% F 28% G 59% H 53% I 80% J 44% K 50% L 66% M 100% N 19% O 37% P 48% Q 76% R 42% S 53% T 38% U 65% V 54% W 79% X 43% Y 76%

...Expand

: 2637-34-5
2-Mercaptopyridine

: 57320-63-5
4-(difluoromethoxy)benzoyl chloride

: S-pyridin-2-yl 4-(difluoromethoxy)benzothioate

Conditions

Conditions	Yield
In tetrahydrofuran for 0.5h;	100%

: 2637-34-5
2-Mercaptopyridine

: 13327-62-3
2-mercaptopyridine sodium salt

Conditions

Conditions	Yield
With sodium In ethanol at 20℃; for 3h; Inert atmosphere;	100%
With sodium In ethanol at 20℃; Inert atmosphere;
With sodium In ethanol
With sodium hydride In tetrahydrofuran Inert atmosphere; Glovebox;

: 2637-34-5
2-Mercaptopyridine

: 349-03-1
1-bromo-4-trifluoromethyl-2-nitrobenzene

: 2-((2-nitro-4-(trifluoromethyl)phenyl)thio)pyridine

Conditions

Conditions	Yield
With copper(l) iodide; (S,S)-1,2-diaminocyclohexane In water at 120℃;	99.9%

: 2637-34-5
2-Mercaptopyridine

: 74-88-4
methyl iodide

: 18438-38-5
2-methylsulfanyl-pyridine

Conditions

Conditions	Yield
With potassium carbonate; triethylamine In dichloromethane at 0℃;	99%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran; acetonitrile at 0 - 20℃; Inert atmosphere;	98%
Stage #1: 2-Sulfanylpyridine With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran; acetonitrile at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: methyl iodide In tetrahydrofuran; acetonitrile at 0 - 20℃; Inert atmosphere;	98%

: 2637-34-5
2-Mercaptopyridine

: 5460-29-7
2-(3-bromopropyl)isoindole-1,3-dione

: 443120-58-9
2-[3'-(pyridin-2''-ylsulfanyl)propyl]-1H-isoindole-1,3(2H)-dione

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 6h; Inert atmosphere;	99%
With potassium carbonate In acetone for 4h; Reflux;	94%
With potassium carbonate In acetone Heating;

: 2637-34-5
2-Mercaptopyridine

: 70-11-1
α-bromoacetophenone

: 3166-30-1
1-phenyl-2-[2]pyridylmercapto-ethanone; hydrobromide

Conditions

Conditions	Yield
In diethyl ether for 0.5h;	99%

: 2637-34-5
2-Mercaptopyridine

: 94715-55-6
O-(2-deoxy-2-azido-3,4,6-tri-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate

: 182355-73-3
2-((2S,3R,4R,5R,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-pyridine

Conditions

Conditions	Yield
With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve In dichloromethane at -20℃; for 1h; other reagent: BF3*Et2O;	99%

: 2637-34-5
2-Mercaptopyridine

: 42599-17-7
(E)-1-iodo-1-octene

: (E)-2-(oct-1-enylthio)pyridine

Conditions

Conditions	Yield
With potassium phosphate; (1,10-phenanthroline)bis(triphenylphosphine)copper(I) nitrate In toluene at 110℃; for 24h;	99%

: 2637-34-5
2-Mercaptopyridine

: 26555-40-8
Methoxycarbonylsulfenyl chloride

: 107-96-0
3-mercaptopropionic acid

: 68617-64-1
3-(2-pyridyldithio)propionic acid

Conditions

Conditions	Yield
In dichloromethane	99%
In dichloromethane	99%

...Expand

: 2637-34-5
2-Mercaptopyridine

: 25749-29-5
(triphenylarsine)gold(I) chloride

: 153739-88-9
triphenylarsinegold(I)-2-pyridinethiolato

Conditions

Conditions	Yield
With sodium hydroxide In methanol addn. of NaOH and gold complex to pyridine soln. under N2; stirring, room temp., overnight; evapn.; washing (hexane); recrystn. (benzene); elem. anal.;	99%

: 2637-34-5
2-Mercaptopyridine

: 5122-82-7
1-adamantyl bromomethyl ketone

: 710311-13-0
1-(adamantan-1-yl)-2-(pyridin-2-ylsulfanyl)ethan-1-one

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 20℃;	99%
With triethylamine In acetonitrile at 20℃;	99%

: 2637-34-5
2-Mercaptopyridine

: 4225-92-7
2-bromo-1-(2,4,6-trimethylphenyl)ethanone

: 1152833-56-1
2-(pyridin-2-ylsulfanyl)-1-(2,4,6-trimethyl-phenyl)-ethanone

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 20℃;	99%

: 2637-34-5
2-Mercaptopyridine

: 75-98-9
Trimethylacetic acid

: 81357-57-5
S-2'-pyridyl 2,2-dimethylpropanthioate

Conditions

Conditions	Yield
With magnesium hydroxide; lithium hydroxide monohydrate; di-tert-butyl dicarbonate In dichloromethane at 25℃; for 24h;	99%

: 2637-34-5
2-Mercaptopyridine

: 99021-83-7
[tris(dimethylamino)phosphane]gold(I) chloride

: [Au(2-mercaptopyridine)hexamethylphosphorous triamide]

Conditions

Conditions	Yield
Stage #1: 2-Sulfanylpyridine With potassium hydroxide In ethanol at 20℃; for 0.5h; Stage #2: [tris(dimethylamino)phosphane]gold(I) chloride In ethanol at 20℃; for 24h;	99%

: 2637-34-5
2-Mercaptopyridine

: C9H10N2O3

: C14H15N3O3S

Conditions

Conditions	Yield
With C55H43O4P In acetonitrile at 20℃;	99%

: 2637-34-5
2-Mercaptopyridine

: 623-47-2
propynoic acid ethyl ester

: 57381-01-8
(Z)-3-(pyridin-2-ylsulfanyl)-acrylic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: 2-Sulfanylpyridine With potassium hydroxide In ethanol at 20℃; for 0.166667h; Stage #2: propynoic acid ethyl ester In ethanol at 20℃; for 8h;	98%
With sodium hydroxide In ethanol at -18 - 20℃; for 22h; stereoselective reaction;	98%
In methanol at 100℃; for 0.133333h; Microwave irradiation; stereoselective reaction;	83%
With triethylamine In dichloromethane; dimethyl sulfoxide	82%

: 2637-34-5
2-Mercaptopyridine

: 2344-80-1
Chloromethyltrimethylsilane

: 151668-58-5
2-(trimethylsilylmethylmercapto)pyridine

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In ethanol for 1h; Heating;	98%

: 2637-34-5
2-Mercaptopyridine

: 1689-71-0
cis-1,2-diphenyloxirane

: (S*,S*)-2-<(2-hydroxy-1,2-diphenylethyl)thio>pyridine

Conditions

Conditions	Yield
With triethylamine In methanol for 18h; 0 deg C to r.t.;	98%

: 2637-34-5
2-Mercaptopyridine

: 167865-89-6
(6-amino-5-bromopyridin-3-yl)phosphonate de diethyle

: <6-amino-5-(pyridin-2-ylthio)pyridin-3-yl>phosphonate de diethyle

Conditions

Conditions	Yield
With potassium tert-butylate In ammonia for 1.5h; Irradiation;	98%

: 2637-34-5
2-Mercaptopyridine

: 100-46-9
benzylamine

: 370839-64-8
pyridine-2-sulfonic acid benzylamide

Conditions

Conditions	Yield
Stage #1: 2-Sulfanylpyridine With hydrogenchloride; sodium hypochlorite In dichloromethane; water at -10 - -5℃; for 0.25h; Stage #2: benzylamine In dichloromethane at 0℃; for 0.5h;	98%
Stage #1: 2-Sulfanylpyridine With hydrogenchloride; sodium hypochlorite In dichloromethane; water at -10 - -5℃; for 0.25h; Stage #2: benzylamine In dichloromethane; water at -78 - 0℃; for 0.5h;

: 2637-34-5
2-Mercaptopyridine

: 936730-76-6
S-pyridin-2-yl (S)-3-methylpentanethioate

Conditions

Conditions	Yield
Stage #1: (3S)-methylvaleric acid With oxalyl dichloride In dichloromethane at 25℃; for 2h; Stage #2: 2-Sulfanylpyridine With triethylamine In dichloromethane at 0 - 25℃; for 2h;	98%

: 2637-34-5
2-Mercaptopyridine

: 1730-92-3
(3S)-methylvaleric acid

: 936730-76-6
S-pyridin-2-yl (S)-3-methylpentanethioate

Conditions

Conditions	Yield
Stage #1: (3S)-methylvaleric acid With oxalyl dichloride In dichloromethane at 25℃; for 2h; Stage #2: 2-Sulfanylpyridine With triethylamine In dichloromethane at 0 - 25℃; for 2h; Further stages.;	98%

: 2637-34-5
2-Mercaptopyridine

: 1006-94-6
5-methoxylindole

: 1021422-63-8
3-(2-pyridylthio)-5-methoxyindole

Conditions

Conditions	Yield
With oxone In methanol at 20℃; for 6h;	98%

: 2637-34-5
2-Mercaptopyridine

: 36543-21-2, 56687-51-5
Os(triphenylphosphine)3Br2

: 146339-88-0, 99597-26-9
cis-trans-cis-{bis(pyridine-2-thiolato)bis(triphenylphosphine)osmium(II)}

Conditions

Conditions	Yield
In ethanol refluxing (1 h); crystn. on cooling, filtration off, washing (EtOH), drying (vca.); elem. anal.;	98%

: 2637-34-5
2-Mercaptopyridine

: ammonium hexafluorophosphate

: 13965-31-6
dichloro(2,2'-bipyridine)platinum(II)

: [(bipyridine)2(pyridine-2-thiolato)(platinum(II))2](PF6)2

Conditions

Conditions	Yield
In water heated at 70°C for 24 h, an excess of NH4PF6 added; elem. anal.;	98%

...Expand

: 2637-34-5
2-Mercaptopyridine

: 121289-42-7
fac-(acetonitrile){bis(diphenylphosphino)methane}tricarbonylmolydenum

: 501448-17-5
[Mo(CO)3(η1-SC5H4NH)(η2-bis(diphenylphosphino)methane)]

Conditions

Conditions	Yield
In methanol under N2; a soln. of Mo-contg. compd. (1.0 mmol) in MeOH was treated with pyridine-2-thione (1.0 mmol) in MeOH at room temp.; after 1 h the solid was isolated by filtration, washed with n-hexane, and dried under vac.; elem. anal.;	98%

2-Mercaptopyridine Chemical Properties

Molecular Formula: C₅H₅NS

Formula Weight: 111.16
mp of 2-THIOPYRIDINE (2637-34-5): 127-130^°C(lit.)
Boiling Point: 184.9 ^°C at 760 mmHg
Flash Point: 65.6^°C
Density of 2-THIOPYRIDINE (2637-34-5): 1.2 g/cm³
storage temp. : 2-8^°C
Vapour Pressure: 0.716 mmHg at 25^°C
Water Solubility : 50 g/L (20^oC)
Index of Refraction: 1.653
Sensitive : Air Sensitive
Appearance of 2-THIOPYRIDINE (2637-34-5): yellow crystalline powder

2-Mercaptopyridine Uses

2-THIOPYRIDINE (2637-34-5) is used as medicine and pesticide intermediates and for manufacture of antifungal pyridine thione zinc, pesticides herbicides nicosulfuron.

2-Mercaptopyridine Toxicity Data With Reference

1.		ipr-mus LD50:250 mg/kg		NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD691-490 .
2.		ivn-mus LD50:250 mg/kg		AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 93 (1953),143.

2-Mercaptopyridine Consensus Reports

Reported in EPA TSCA Inventory.

2-Mercaptopyridine Safety Profile

Safety: WARNING: Irritates lungs, eyes, skin; Safety glasses, adequate ventilation
Hazard Codes : Xi,Xn (Harmful; Irritant)
Risk Statements : 36/37/38-36/38-22 (Irritating to eyes, respiratory system and skin; Irritating to eyes and skin; Harmful if swallowed)
Safety Statements : 26-36-28A-22 (In case of contact with eyes, rinse immediately with plenty of water and seek medical advice; Wear suitable protective clothing; After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer); Do not breathe dust)
WGK Germany : 3
RTECS : UT9600000
F : 10-23 (Keep under argon; Sensitive to air)
Poison by intravenous and intraperitoneal routes. When heated to decomposition it emits toxic vapors of NO_x and SO_x.

2-Mercaptopyridine Specification

Storage: Store in a cool, dry, well-ventilated area away from incompatible substances. Store in a tightly closed container. Keep refrigerated. Keep container closed when not in use.

Product Name

2-Mercaptopyridine

Synthetic route

2-Mercaptopyridine Chemical Properties

2-Mercaptopyridine Uses

2-Mercaptopyridine Toxicity Data With Reference

2-Mercaptopyridine Consensus Reports

2-Mercaptopyridine Safety Profile

2-Mercaptopyridine Specification

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