1H-1,2,4-Triazole-3-thiol supplier

Name
1H-1,2,4-Triazole-3-thiol
EINECS 221-656-6
CAS No. 3179-31-5
Article Data29
CAS DataBase
Density 1.73 g/cm³
Solubility Soluble in hot water.
Melting Point 221-224 °C(lit.)
Formula C₂H₃N₃S
Boiling Point 132.6 °C at 760 mmHg
Molecular Weight 101.132
Flash Point 34 °C
Transport Information
Appearance White to slightly yellow fine crystalline powder
Safety 26-33-39-7/8-37/39
Risk Codes 22-36-36/37/38
Molecular Structure
Hazard Symbols Xn, Xi
Synonyms 4H-1,2,4-Triazole-3-thiol;4H-1,2, 4-Triazole-3-thiol;3-Mercapto-4H-1,2,4-triazole;1H-[1,2,4]-Triazole-3-thiol;3H-1,2, 4-Triazole-3-thione, 1,2-dihydro-;S-Triazole-3-thiol;5-Mercapto-1,3,4-triazole;3-Mercapto-1,2,4-triazole;1H-1,2, 4-Triazole-3-thiol;1,2, 4-Triazole-5-thiol;1,2,4-Triazole-3-thiol;3(5)-Mercapto-1,2, 4-triazole;2-Mercapto-1, 3,4-triazole;2-Mercapto-1,3,5-triazole;3-Mercapto-1H-1,2, 4-triazole;1,3, 4-Triazole-2-thiol;1,3,4-Triazine-2-thiol;1H-1,2,4-Triazole, 3-mercapto-;1,2-dihydro-1,2,4-triazole-3-thione;3-Mercapto-1,2,4-tiazole;3-Mercapto--1,2,4-triazole;3-mercapto-1h-1,2,4-triazole;1H-1,2,4-triazol-3-yl hydrosulfide;1H-1,2,4-triazol-3-yl hydrosulfide (IM OCS);
PSA 80.37000
LogP 0.09340

Synthetic route

: 64-18-6
formic acid

: 79-19-6
thiosemicarbazide

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

Conditions

Conditions	Yield
Stage #1: formic acid; thiosemicarbazide In water at 100℃; for 1h; Stage #2: With potassium carbonate In water at 110℃; for 3h;	65%
Stage #1: formic acid; thiosemicarbazide In water at -10 - 105℃; Stage #2: With sodium carbonate In water at 100℃; for 4h;	55%

: 955942-82-2
2-amino-5-mercapto-s-triazole

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

Conditions

Conditions	Yield
H14[NaP5W30O110] In acetic acid for 24h; Heating;	57%

: 79-19-6
thiosemicarbazide

: N-Methyl-thioformimidic acid benzyl ester; hydrochloride

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 3h; Heating;	55%

: 2302-84-3
1-formylthiosemicarbazide

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

Conditions

Conditions	Yield
With sodium carbonate In water at 20 - 100℃; for 4h;	55%

: 30093-97-1
3,4,4-trimethyl-Δ2-oxazolinium iodide

: 79-19-6
thiosemicarbazide

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

Conditions

Conditions	Yield
In acetonitrile for 75h; Heating;	50%

: 79-19-6
thiosemicarbazide

: 90965-27-8
Δ2-thiazolinium bromide

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 3h; Heating;	50%

: 41030-51-7
1-ethoxymethylene thiosemicarbazide

aqueous sodium carbonate: aqueous sodium carbonate

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: 1-formyl-3-thiosemicarbazide

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

Conditions

Conditions	Yield
Stage #1: 1-formyl-3-thiosemicarbazide With potassium carbonate In water at 100℃; for 4h; Stage #2: With hydrogenchloride In water at -10℃; pH=4 - 5;	5.6 g

: 111952-57-9
3-[(3-chloropropyl)oxy]benzonitrile

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: 935760-05-7
3-{[3-(1H-1,2,4-triazol-3-ylthio)propyl]oxy}benzonitrile

Conditions

Conditions	Yield
With triethylamine In ethanol at 80℃; for 15h;	100%

: 928257-12-9
3-[(4-chlorobutyl)oxy]benzonitrile

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: 935760-08-0
3-{[4-(1H-1,2,4-triazol-3-ylthio)butyl]oxy}benzonitrile

Conditions

Conditions	Yield
With triethylamine In ethanol at 80℃; for 15h;	100%

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: 824-94-2
p-methoxybenzyl chloride

: 3-((4-methoxybenzyl)thio)-1H-1,2,4-triazole

Conditions

Conditions	Yield
In ethanol at 20℃; for 3h;	100%

: C20H36Au4N4O12S4

: 584-08-7
potassium carbonate

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: potassium hydroxide

: C7H9AuN4O3S2(1-)*K(1+)

Conditions

Conditions	Yield
In water at 60℃;	100%

...Expand

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: 97315-37-2
3-[(2-chloroethyl)oxy]benzonitrile

: 935760-03-5
3-{[2-(1H-1,2,4-triazol-3-ylthio)ethyl]oxy}benzonitrile

Conditions

Conditions	Yield
With triethylamine In ethanol at 80℃; for 15h;	98%
With triethylamine In ethanol at 80℃; for 15h;	98%

: 1242147-88-1
(E)-N-(3-chloro-4-oxonaphthalen-1(4H)-ylidene)thiophene-2-sulfonamide

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: 881943-78-8
N-(3-(1H-1,2,4-triazol-5-ylthio)-4-oxonaphthalen-1(4H)-ylidene)thiophene-2-sulfonamide

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 2h;	96.5%

: 73017-76-2
methanesulfonic acid cyclopentylmethyl ester

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: cyclopentylmethyl 1,2,4-triazol-3-yl sulfide

Conditions

Conditions	Yield
With potassium hydroxide In methanol	96%

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: 14804-01-4
3-(1H-1,2,4-triazol-3-yldisulfanyl)-1H-1,2,4-triazole

Conditions

Conditions	Yield
With pyridine; benzenesulfonyl chloride In dichloromethane at 0 - 25℃; for 20h;	95.2%
With pyridine; p-toluenesulfonyl chloride In dichloromethane at 0 - 25℃; for 20h;	95.2%
With pyridine; benzenesulfonyl chloride In dichloromethane at 0 - 25℃; for 20h;	95.2%

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: 931-59-9
benzenesulfenyl chloride

: 3-(phenyldisulfanyl)-1H-1,2,4-triazole

Conditions

Conditions	Yield
In diethyl ether at 20℃; for 5h;	94%
With triethylamine In tetrahydrofuran at 20℃; for 2.5h; Cooling with ice;	45%
With water; triethylamine In tetrahydrofuran at 20℃;

: C18H23BrN2O4

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: Boc-Phe-ΔCys(S-triazole)-OMe

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃;	94%

: C11H17BrN2O4

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: Boc-Gly-ΔCys(S-triazole)-OMe

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃;	93%

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: 14867-28-8
3-iodopropyltrimethoxysilane

: 3-[3-(trimethoxysilyl)propylthio]-1H-1,2,4-triazole

Conditions

Conditions	Yield
Stage #1: 1H-[1,2,4]triazole-3-thiol With sodium methylate In methanol at 10 - 20℃; for 0.5h; Stage #2: 3-iodopropyltrimethoxysilane In methanol at 27 - 30℃; for 3.66667h;	92.3%

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: 488-17-5
3-methylbenzene-1,2-diol

: 5-(1H-1,2,4-triazol-3-ylthio)-3-methylbenzen-1,2-diol

Conditions

Conditions	Yield
In acetate buffer; acetonitrile Electrochemical reaction;	92%

: 934-00-9
3-methocycatechol

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: 5-(1H-1,2,4-triazol-3-ylthio)-3-methoxybenzen-1,2-diol

Conditions

Conditions	Yield
In acetate buffer; acetonitrile Electrochemical reaction;	91%

: N-[4-(4-piperidinomethyl-pyridin-2-yloxy)-cis-2-butenyl]-2-chloroacetamide

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: N-[4-(4-Piperidinomethyl-pyridin-2-yloxy)-cis-2-butenyl]-2-(1,2,4-triazol-3-ylthio)acetamide

Conditions

Conditions	Yield
	91%

: 88-67-5
2-Iodobenzoic acid

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: 122604-23-3
1,2,4-Triazolo<5,1-b><1,3>benzothiazin-9-one

Conditions

Conditions	Yield
With potassium carbonate In N,N,N,N,N,N-hexamethylphosphoric triamide at 80℃; for 24h; Sealed tube; Schlenk technique;	91%

: 6959-48-4
3-chloromethylpyridinium chloride

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: 3-(3-pyridylmethylsulfanyl)-1H-1,2,4-triazole

Conditions

Conditions	Yield
Stage #1: 1H-[1,2,4]triazole-3-thiol With sodium In methanol; N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: 3-chloromethylpyridinium chloride In methanol; N,N-dimethyl-formamide at 20℃;	90%

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: (4-nitrophenyl) 2,3-dibromopropyl sulfone

: 6-(4-nitrophenylsulfonylmethyl)-5,6-dihydro[1,3]thiazolo[3,2-c][1,2,4]triazole

Conditions

Conditions	Yield
With potassium hydroxide In ethanol at 20℃; for 8h;	90%

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: 13360-57-1
dimethylamino sulfonyl chloride

: 247236-09-5
3-{[1-(dimethylsulfamoyl)-1H-1,2,4-triazol-3-yl]disulfanyl}-N,N-dimethyl-1H-1,2,4-triazole-1-sulfonamide

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 28 - 32℃; for 8h;	90%

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: 99-73-0
para-bromophenacyl bromide

: 37664-32-7
2-(1H-1,2,4-triazol-3-ylthio)-1-(4-bromophenyl) ethanone

Conditions

Conditions	Yield
In ethanol at 20℃; for 14h; Reflux;	89%

: 52548-14-8
2-iodoyl-5-methylbenzoic acid

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: 7-methyl-9H-[1,2,4]triazolo[5,1-b][1,3]benzothiazin-9-one

Conditions

Conditions	Yield
With potassium carbonate In N,N,N,N,N,N-hexamethylphosphoric triamide at 80℃; for 24h; Sealed tube; Schlenk technique;	89%

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: 86-52-2
1-Chloromethylnaphthalene

: 3-(1-naphthylmethylsulfanyl)-1H-1,2,4-triazole

Conditions

Conditions	Yield
Stage #1: 1H-[1,2,4]triazole-3-thiol With sodium In methanol; N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: 1-Chloromethylnaphthalene In methanol; N,N-dimethyl-formamide at 20℃;	88%

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: 75-65-0
tert-butyl alcohol

: 1380786-15-1
3-tert-butylsulfanyl-1,2,4-triazole

Conditions

Conditions	Yield
Stage #1: 1H-[1,2,4]triazole-3-thiol; tert-butyl alcohol With perchloric acid In water at 20℃; for 3h; Stage #2: With sodium hydroxide In water pH=6 - 7; regioselective reaction;	87%

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: 88-05-1
2,4,6-trimethylaniline

: 158091-64-6
3-(2,4,6-trimethylphenyl)thio-1H-1,2,4-triazole

Conditions

Conditions	Yield
Stage #1: 2,4,6-trimethylaniline With hydrogenchloride; sodium nitrite In water at 10℃; for 0.00277778h; Flow reactor; Stage #2: 1H-[1,2,4]triazole-3-thiol With sodium hydroxide In methanol; n-heptane; water at 25℃; under 7498.84 Torr; for 0.0111111h; Flow reactor;	86%
Stage #1: 2,4,6-trimethylaniline With hydrogenchloride; sodium nitrite In water at -5 - -2℃; for 0.5h; Large scale; Stage #2: 1H-[1,2,4]triazole-3-thiol With sodium hydroxide In methanol; water at 20 - 30℃; for 1.16667h; Temperature; Solvent; Large scale;	60%
Stage #1: 2,4,6-trimethylaniline With hydrogenchloride; sodium nitrite In methanol; water for 0.5h; Cooling with ice/sodium chloride; Stage #2: 1H-[1,2,4]triazole-3-thiol With potassium hydroxide In methanol; water at 20℃; for 1.5h; Cooling with ice/sodium chloride;

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: 104-82-5
4-Methylbenzyl chloride

: 3-((4-methylbenzyl)thio)-1H-1,2,4-triazole

Conditions

Conditions	Yield
With sodium hydroxide In ethanol at 75℃; for 0.333333h;	86%
With sodium hydroxide In ethanol; water for 0.333333h; Reflux;

: 807342-38-7
2-naphthyl 2,3-dibromopropyl sulfone

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: 6-(2-naphthylsulfonylmethyl)-5,6-dihydro[1,3]thiazolo[3,2-c][1,2,4]triazole

Conditions

Conditions	Yield
With potassium hydroxide In ethanol at 20℃; for 8h;	85%

: Na2[Fe2(μ2-thiosulfate)2(nitrosyl)4]*2H2O

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: bis(μ2-1,2,4-triazole-3-thiolate)(tetranitrosyl)diironmonohydrate

Conditions

Conditions	Yield
With Na2S2O3*5H2O; NaOH In water addn. of an alkaline soln. of ligand to an aq. soln. of iron complex, storage at 6-8°C for 6 d; recrystn. (methanol); elem. anal.;	85%

: Na2[Fe2(μ2-S2O3)2(NO)4]

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: bis(μ2-1,2,4-triazole-3-thiolate)(tetranitrosyl)diironmonohydrate

Conditions

Conditions	Yield
With Na2S2O3*5H2O In water 5 equiv. of thiole was dissolved in aq. alkali and added to an aq. mixt.of Fe-compd. and 2 equiv. of Na2S2O3; soln. was filtered and storaged at 6-8 °C for a few days, recrystn. from abs. MeOH, drying in vac. over CaCl2, elem. anal.;	85%

: 1402547-89-0
1-(12-bromododec-5(Z)-enyl)-3-n-pentylurea

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: 1402547-56-1
C20H37N5OS

Conditions

Conditions	Yield
Stage #1: 1H-[1,2,4]triazole-3-thiol With sodium methylate In methanol; N,N-dimethyl-formamide for 0.166667h; Stage #2: 1-(12-bromododec-5(Z)-enyl)-3-n-pentylurea In methanol; N,N-dimethyl-formamide	85%
Stage #1: 1H-[1,2,4]triazole-3-thiol With sodium methylate In N,N-dimethyl-formamide for 0.166667h; Stage #2: 1-(12-bromododec-5(Z)-enyl)-3-n-pentylurea In N,N-dimethyl-formamide	85%

: 111128-12-2
2-(4-(bromomethyl)phenyl)propanoic acid

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: 2-(4-(((1H-1,2,4-triazol-3-yl)thio)methyl)phenyl)propanoic acid

Conditions

Conditions	Yield
In acetone at 40℃; for 12h; Reflux;	85%

1H-1,2,4-Triazole-3-thiol Chemical Properties

Molecular structure of 1H-1,2,4-Triazole-3-thiol (CAS NO.3179-31-5) is:

Product Name: 1H-1,2,4-Triazole-3-thiol
CAS Registry Number: 3179-31-5
IUPAC Name: 1,2-dihydro-1,2,4-triazole-3-thione
Molecular Weight: 101.13032 [g/mol]
Molecular Formula: C₂H₃N₃S
XLogP3-AA: -0.2
H-Bond Donor: 2
H-Bond Acceptor: 1
EINECS: 221-656-6
Melting Point: 221-224 °C(lit.)
Surface Tension: 63.4 dyne/cm
Density: 1.73 g/cm³
Flash Point: 52.3 °C
Enthalpy of Vaporization: 38.29 kJ/mol
Boiling Point: 162.8 °C at 760 mmHg
Vapour Pressure: 2.78 mmHg at 25°C

1H-1,2,4-Triazole-3-thiol Uses

1H-1,2,4-Triazole-3-thiol (CAS NO.3179-31-5) is used as a pharmaceutical intermediate.

1H-1,2,4-Triazole-3-thiol Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	1400mg/kg (1400mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 284, 1971.
mouse	LD50	intravenous	180mg/kg (180mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03630,

1H-1,2,4-Triazole-3-thiol Safety Profile

Hazard Codes: Harmful Xn,Xi
Risk Statements: 22-36-36/37/38
R22:Harmful if swallowed.
R36:Irritating to eyes.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-33-39-7/8-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S33:Take precautionary measures against static discharges.
S39:Wear eye / face protection.
S7:Keep container tightly closed and dry.
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 1
RTECS: XZ5267500
F: 10-23
Hazard Note: Irritant
HS Code: 29339990

1H-1,2,4-Triazole-3-thiol Specification

1H-1,2,4-Triazole-3-thiol , its cas register number is 3179-31-5. It also can be called 1,2,4-Triazole-3(5)-thiol ; 3-Mercapto-1H-1,2,4-triazole ; 1,2,4-Triazole-3-thiol ; 1,2-Dihydro-3H-1,2,4-triazole-3-thione ; 1H-1,2,4-Triazole-3-thiol ; 3H-1,2,4-Triazole-3-thione, 1,2-dihydro- ; delta2-1,2,4-Triazoline-5-thione (8CI) .It is a white solid with a stench.It very soluble in water.

Product Name

1H-1,2,4-Triazole-3-thiol

Synthetic route

1H-1,2,4-Triazole-3-thiol Chemical Properties

1H-1,2,4-Triazole-3-thiol Uses

1H-1,2,4-Triazole-3-thiol Toxicity Data With Reference

1H-1,2,4-Triazole-3-thiol Safety Profile

1H-1,2,4-Triazole-3-thiol Specification

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