2-PYRIDINEMETHANETHIOL supplier

Name
2-Pyridinemethanethiol
EINECS 218-061-9
CAS No. 2044-73-7
Article Data24
CAS DataBase
Density 1.108 g/cm³
Solubility
Melting Point
Formula C₆H₇NS
Boiling Point 208.6 °C at 760 mmHg
Molecular Weight 125.194
Flash Point 79.9 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2-(Mercaptomethyl)pyridine;2-Picolylthiol;2-Pyridylmethanethiol;2-Pyridylmethyl mercaptan;NSC 82320;Pyridin-2-ylmethanethiol;Pyridine-2-thiocarbinol;
PSA 51.69000
LogP 1.51140

Synthetic route

: 35250-75-0
thioacetic acid S‐pyridine‐2‐ylmethyl ester

: 2044-73-7
2-(sulfanylmethyl)pyridine

Conditions

Conditions	Yield
With water; potassium carbonate In methanol at 85℃; for 2.5h; Inert atmosphere;	94%
With potassium carbonate In methanol for 0.5h; Heating;	82%
With sodium hydroxide In methanol

: 4377-33-7
2-chloromethylpyridine

: 2044-73-7
2-(sulfanylmethyl)pyridine

Conditions

Conditions	Yield
With sodium hydrogensulfide In ethanol for 4h; Substitution;	88%

: 6959-47-3
2-chloromethylpyridine hydrochloride

: 17356-08-0
thiourea

: 2044-73-7
2-(sulfanylmethyl)pyridine

Conditions

Conditions	Yield
Stage #1: 2-chloromethylpyridine hydrochloride; thiourea In water at 85 - 89℃; for 1h; Inert atmosphere; Stage #2: With sodium hydroxide In water at 5 - 22℃; for 16h; Inert atmosphere;	86%
Stage #1: 2-chloromethylpyridine hydrochloride; thiourea In water at 85 - 89℃; for 1h; Inert atmosphere; Stage #2: With sodium hydroxide In water at 5 - 22℃; for 16h; Inert atmosphere;	86%

: 6959-47-3
2-chloromethylpyridine hydrochloride

: 2044-73-7
2-(sulfanylmethyl)pyridine

Conditions

Conditions	Yield
With thiourea; sodium hydroxide In water	85%
With sodium hydroxide; thiourea In ethanol for 1h; Heating;	65%
Stage #1: 2-chloromethylpyridine hydrochloride With thiourea In water at 80 - 85℃; for 1h; Schlenk technique; Inert atmosphere; Stage #2: With sodium hydroxide at 0 - 20℃; for 12.5h; Schlenk technique; Inert atmosphere;	63%

: 75003-55-3
3-Phenyl-5-pyridin-2-yl-2-thioxo-thiazolidin-4-one

A: 2044-73-7
2-(sulfanylmethyl)pyridine

B: 62-53-3
aniline

Conditions

Conditions	Yield
With hydrogen bromide for 8h; Heating;	A n/a B 51%

: 112058-80-7
2-<2>Pyridylmethyl-isothioharnstoff

: 2044-73-7
2-(sulfanylmethyl)pyridine

Conditions

Conditions	Yield
With sodium hydroxide at 70℃; for 0.333333h;

: 1822-49-7
2-(2-pyridylmethyl)isothiourea dihydrochloride

: 2044-73-7
2-(sulfanylmethyl)pyridine

Conditions

Conditions	Yield
With sodium hydroxide at 70℃; for 0.333333h;

: 74417-28-0
2-((pyridin-2-yl)methyl)isothiourea hydrobromide

: 2044-73-7
2-(sulfanylmethyl)pyridine

Conditions

Conditions	Yield
With sodium hydroxide In water for 1h; Heating;	0.7 g

S-<2>-pyridylmethyl-isothiuronium-chloride: S-<2>-pyridylmethyl-isothiuronium-chloride

: 2044-73-7
2-(sulfanylmethyl)pyridine

Conditions

Conditions	Yield
With sodium hydroxide

: 931-19-1
2-methylpyridine N-oxide

: 2044-73-7
2-(sulfanylmethyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 80 percent / p-toluenesulphonylchloride / benzene / 4 h / Heating 2: 88 percent / sodium hydrogen sulfide / ethanol / 4 h View Scheme

: 586-98-1
2-Hydroxymethylpyridine

: 2044-73-7
2-(sulfanylmethyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: DEAD, PPh3 / tetrahydrofuran / Ambient temperature 2: NaOH / methanol View Scheme

: 4377-33-7
2-chloromethylpyridine

sodium-compound of phosphonic acid dipropyl ester: sodium-compound of phosphonic acid dipropyl ester

: 2044-73-7
2-(sulfanylmethyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ethanol / 3 h / Heating 2: 10 N aq. NaOH / 0.33 h / 70 °C View Scheme

: 55401-97-3
2-(Bromomethyl)pyridine

: 2044-73-7
2-(sulfanylmethyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 3.12 g / ethanol / 6 h / Heating 2: 0.7 g / NaOH / H2O / 1 h / Heating View Scheme

: 694-59-7
pyridine N-oxide

: 2044-73-7
2-(sulfanylmethyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 72 percent / acetic anhydride / dimethylformamide / 5 h / 90 °C 2: 48percent hydrobromic acid / 8 h / Heating View Scheme

: 109-06-8
α-picoline

: 2044-73-7
2-(sulfanylmethyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 80 °C / Inert atmosphere 2: triethylamine / methanol / 2 h / 20 °C / Inert atmosphere 3: water; potassium carbonate / methanol / 2.5 h / 85 °C / Inert atmosphere View Scheme

: 421552-94-5
2-(bromomethyl)pyridine hydrochloride

: 2044-73-7
2-(sulfanylmethyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine / methanol / 2 h / 20 °C / Inert atmosphere 2: water; potassium carbonate / methanol / 2.5 h / 85 °C / Inert atmosphere View Scheme

: 2044-73-7
2-(sulfanylmethyl)pyridine

: [ReOCl3(PPh3)2]

: 149653-63-4
1-<(4-methoxyphenyl)amino>-2-methylpropane-2-thiol

: 149922-87-2
(N-(2-mercapto-2-methylpropyl)-N-(4'-methoxyphenyl)aminato)(2-mercaptomethylpyridinato)oxorhenium(V)

Conditions

Conditions	Yield
With sodium acetate In methanol ratio propanethiol:C5H4NCH2SH = 1:1, heated at 75°C for 20 min; cooled to ambient temp., recrystd. (MeOH/CHCl3);	99%
With sodium acetate In methanol ratio propanethiol:C5H4NCH2SH = 1:2, heated at 75°C for 20 min; cooled to ambient temp., recrystd. (MeOH/CHCl3);	85%
With sodium acetate In methanol ratio propanethiol:C5H4NCH2SH = 1:4, heated at 75°C for 20 min; cooled to ambient temp., recrystd. (MeOH/CHCl3);	50%

...Expand

: 2044-73-7
2-(sulfanylmethyl)pyridine

: 65153-22-2
Cp*Fe(CO)(Py)(Me)

: (η5-C5Me5)Fe(CO)(PyCH2S)

Conditions

Conditions	Yield
at 20℃; Inert atmosphere; Schlenk technique;	98%

: 2044-73-7
2-(sulfanylmethyl)pyridine

: [ReOCl3(PPh3)2]

: 149653-63-4
1-<(4-methoxyphenyl)amino>-2-methylpropane-2-thiol

: 149922-87-2
(N-(2-mercapto-2-methylpropyl)-N-(4'-methoxyphenyl)aminato)(2-mercaptomethylpyridinato)oxorhenium(V)

: bis(N-(2-mercapto-2-methylpropyl)-N-(4'-methoxyphenyl)aminato)oxorhenium(V)

Conditions

Conditions	Yield
With sodium acetate In methanol ratio propanethiol:C5H4NCH2SH = 2:1, heated at 75°C for 20 min; cooled to ambient temp., recrystd. (MeOH/CHCl3);	A 97% B 2%
With sodium acetate In methanol ratio propanethiol:C5H4NCH2SH = 4:1, heated at 75°C for 20 min; cooled to ambient temp., recrystd. (MeOH/CHCl3);	A 4% B 86%

...Expand

: 2044-73-7
2-(sulfanylmethyl)pyridine

: 107-13-1
acrylonitrile

: 70296-26-3
3-<<(2-pyridyl)methyl>thio>propionitrile

Conditions

Conditions	Yield
With sodium methylate at 40 - 50℃;	95.5%
With sodium methylate; acetic acid In water
With sodium methylate; acetic acid In water

: 2044-73-7
2-(sulfanylmethyl)pyridine

: 98-98-6
2-Picolinic acid

: 1392328-81-2
PyCH2SCOPy

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 3h; Inert atmosphere;	88%

: 2044-73-7
2-(sulfanylmethyl)pyridine

: 76899-07-5, 78963-47-0, 78963-48-1, 78963-60-7, 80951-41-3, 81275-02-7, 85647-75-2, 85954-95-6, 92217-74-8, 104527-11-9, 76855-69-1
(3R,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one

: (3S,4S)-3-<(1'R)-tert-butyldimethylsilyloxyethyl>-4-<(1''R)-(pyridin-2-yl)methylthio>-aztidin-2-one

Conditions

Conditions	Yield
With sodium hydroxide In ethanol for 2h; Ambient temperature;	87.3%

: 2044-73-7
2-(sulfanylmethyl)pyridine

: zinc perchlorate

: 216979-93-0
Zn(SCH2C5H4N)2

Conditions

Conditions	Yield
With NaOCH3 In methanol mixing equimolar amts. of pyridine derivative and NaOMe, addn. of 0.5 equiv. of Zn-salt (pptn.); filtration, washing (cold MeOH), drying (vac.), recrystn. (MeOH); elem. anal.;	87%

: 2044-73-7
2-(sulfanylmethyl)pyridine

: 1,8-bis(chloromethyl)anthracene

: C28H24N2S2

Conditions

Conditions	Yield
With potassium hydroxide In acetonitrile for 12h; Reflux;	86%

: 2044-73-7
2-(sulfanylmethyl)pyridine

: 6586-89-6
1,4-bis(chloromethyl)naphthalene

: C24H22N2S2

Conditions

Conditions	Yield
With potassium hydroxide In acetonitrile for 12h; Reflux;	85%

: 288-88-0
1,2,4-Triazole

: 2044-73-7
2-(sulfanylmethyl)pyridine

: 206061-69-0
2-picolylthiophosphoro-bis-triazolide

Conditions

Conditions	Yield
Stage #1: 2-(sulfanylmethyl)pyridine With phosphorus trichloride for 0.5h; Substitution; Stage #2: 1,2,4-Triazole In tetrahydrofuran for 0.5h; Substitution;	81%

: 2044-73-7
2-(sulfanylmethyl)pyridine

: p-nitrobenzyl (5R,6R)-6-((S)-1-hydroxypropyl)-2-methylsulfinylpenem-3-carboxylate

: p-nitrobenzyl (5R,6R)-6-((S)-1-hydroxypropyl)-2-(2-pyridylmethyl)thiopenem-3-carboxylate

Conditions

Conditions	Yield
	81%

: 117-80-6
2,3-Dichloro-1,4-naphthoquinone

: 2044-73-7
2-(sulfanylmethyl)pyridine

: 74417-29-1
2,3-di-α-pyridylmethylmercapto-1,4-naphthoquinone

Conditions

Conditions	Yield
With tributyl-amine In ethanol for 3h; stirring in the cold;	74%

: 2044-73-7
2-(sulfanylmethyl)pyridine

: 18284-36-1, 27497-56-9
hydridotetakis(triphenylphosphine)rhodium(I)

: 129889-71-0
RhH2(2-pyridylmethanethiolate)(PPh3)2

Conditions

Conditions	Yield
In diethyl ether (N2); addn. of excess of thiol to suspn. of Rh-complex in Et2O, stirring (30 min); filtration, washing (Et2O);	73%

: 2044-73-7
2-(sulfanylmethyl)pyridine

: 6959-47-3
2-chloromethylpyridine hydrochloride

: 2,6-bis([(2-pyridylmethyl)thio]methyl)pyridine

Conditions

Conditions	Yield
With sodium hydroxide In ethanol for 2.5h; Reflux; Inert atmosphere;	71%

: 2044-73-7
2-(sulfanylmethyl)pyridine

: 74-88-4
methyl iodide

: 3145-77-5
2-[(methylsulfanyl)methyl]pyridine

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 0 - 20℃;	70%
With sodium hydroxide at 0℃; for 2h;

: 2044-73-7
2-(sulfanylmethyl)pyridine

: 170923-67-8
1-(2-butenyl)-7-chloro-2,3-dimethylpyrrolo[2,3-d]pyridazine

: 1-(2-Butenyl)-2,3-dimethyl-7-(pyridin-2-ylmethylthio)-pyrrolo[2,3-d]pyridazine

Conditions

Conditions	Yield
	64.8%

: 2044-73-7
2-(sulfanylmethyl)pyridine

: C12H12N2S3

Conditions

Conditions	Yield
With diimidazolylsulfide at 0 - 25℃;	60%

: 2044-73-7
2-(sulfanylmethyl)pyridine

: 1402242-62-9
potassium trifluoro(3-oxo-3-phenylprop-1-yn-1-yl)borate

: 2-(3-phenyl-5-(trifluoro-l4-boranyl)thiophen-2-yl)pyridine potassium salt

Conditions

Conditions	Yield
With potassium tert-butylate; tert-butyl alcohol In acetonitrile at 0 - 20℃; Fiesselmann Thiophene Synthesis; regioselective reaction;	60%

: 2044-73-7
2-(sulfanylmethyl)pyridine

: 1402242-62-9
potassium trifluoro(3-oxo-3-phenylprop-1-yn-1-yl)borate

: potassium trifluoro(3-oxo-3-phenyl-1-((pyridin-2-ylmethyl)thio)prop-1-en-1-yl)borate

Conditions

Conditions	Yield
With methanol; potassium carbonate In acetonitrile at 0 - 20℃; Fiesselmann Thiophene Synthesis; regioselective reaction;	60%

: 2044-73-7
2-(sulfanylmethyl)pyridine

: rhenium(V)OBr(η3-(SC2CH2)2S)

: [ReO(η3-(SCH2CH2)2S)(η1-(C5H4N-2-CH2S))]

Conditions

Conditions	Yield
In acetonitrile to refluxing soln. of Re-complex in MeCN soln. of ligand in MeCN was added dropwise, refluxed for 15 min; evapd. to dryness, dissolved in EtOH, layered with Et2O; elem. anal.;	56.8%

: 2044-73-7
2-(sulfanylmethyl)pyridine

: 130-15-4
[1,4]naphthoquinone

A: 5649-78-5
naphtho<2,3-b>indolizine-6,11-dione

B: 74417-32-6
2-α-pyridylmethylmercapto-1,4-naphthoquinone

C: 74417-29-1
2,3-di-α-pyridylmethylmercapto-1,4-naphthoquinone

Conditions

Conditions	Yield
In dichloromethane for 24h; ice-bath;	A n/a B 45% C n/a

...Expand

: 2044-73-7
2-(sulfanylmethyl)pyridine

: 75-03-6
ethyl iodide

: 35250-74-9
2-[(ethylsulfanyl)methyl]pyridine

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 0 - 20℃;	42.8%

: 2044-73-7
2-(sulfanylmethyl)pyridine

: [ReOCl3(PPh3)2]

: 139-87-7
ethyldiethanolamine

: [ReO(η3-(OCH2CH2)2NCH2CH3)(η2-(2-SCH2C5H4N))]

Conditions

Conditions	Yield
With Et3N In chloroform to soln. of Re-complex in CHCl3 soln. of ligand and diol in CHCl3 was added, Et3N was added, stirred and refluxed for 30 min; evapd. to dryness; elem. anal.;	42.1%

...Expand

: 2044-73-7
2-(sulfanylmethyl)pyridine

: 89395-66-4, 75766-08-4, 41290-68-0, 90698-13-8, 482618-33-7, 194497-67-1, 64376-67-6, 59091-96-2, 72904-47-3, 61779-29-1
dichlorotetrakis(dimethyl sulfoxide)ruthenium(II)

: sodium perchlorate

: 7732-18-5
water

: [Ru(2-(methylthiomethyl)pyridine)3](ClO4)2*H2O

Conditions

Conditions	Yield
Stage #1: 2-(sulfanylmethyl)pyridine; dichlorotetrakis(dimethyl sulfoxide)ruthenium(II) With silver nitrate In ethanol at 20℃; for 48h; Stage #2: sodium perchlorate; water In water	42.1%

...Expand

2-PYRIDINEMETHANETHIOL Chemical Properties

IUPAC Name: 2-Pyridinemethanethiol
The MF of 2-Pyridinemethanethiol (2044-73-7) is C₆H₇NS.

The MW of 2-Pyridinemethanethiol (2044-73-7) is 125.19.
Synonyms of 2-Pyridinemethanethiol (2044-73-7): 2-(Mercaptomethyl)pyridine ; 2-Picolylthiol ; 2-Pyridinemethanethiol ; 2-Pyridinylmethyl mercaptan
Product Categories: pyridine Flavor
Index of Refraction: 1.571
EINECS: 218-061-9
Density: 1.107 g/ml
Flash Point: 79.9 °C
Boiling Point: 208.6 °C
FEMA: 3232

2-PYRIDINEMETHANETHIOL Toxicity Data With Reference

1.		orl-mus LD50:600 mg/kg		EJMCA5 European Journal of Medicinal Chemistry. Chimie Therapeutique. 18 (1983),515.
2.		ipr-mus LD50:500 mg/kg		EJMCA5 European Journal of Medicinal Chemistry. Chimie Therapeutique. 18 (1983),515.

2-PYRIDINEMETHANETHIOL Consensus Reports

Reported in EPA TSCA Inventory.

2-PYRIDINEMETHANETHIOL Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. When heated to decomposition it emits toxic vapors of SO_x and NO_x.

Product Name

2-Pyridinemethanethiol

Synthetic route

2-PYRIDINEMETHANETHIOL Chemical Properties

2-PYRIDINEMETHANETHIOL Toxicity Data With Reference

2-PYRIDINEMETHANETHIOL Consensus Reports

2-PYRIDINEMETHANETHIOL Safety Profile

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