• Name

  Triclabendazole

• EINECS 614-728-7
• CAS No. 68786-66-3
• Article Data7
• CAS DataBase
• Density 1.59 g/cm³
• Solubility
• Melting Point 175-176 °C
• Formula C₁₄H₉Cl₃N₂OS
• Boiling Point 495.9 °C at 760 mmHg
• Molecular Weight 359.663
• Flash Point 253.7 °C
• Transport Information
• Appearance off-white solid
• Safety 26-36
• Risk Codes 36/37/38
• Molecular Structure
• Hazard Symbols Xi
• Synonyms Triclabendazol [INN-Spanish];6-chloro-5-(2,3-dichlorophenoxy)-2-methylsulfanyl-1H-benzoimidazole;Fasinex;Triclabendazolum [INN-Latin];CGA 89317;Triclabendazole [BAN:INN];1H-Benzimidazole,5-chloro-6-(2,3-dichlorophenoxy)- 2-(methylthio)-;5-Chloro-6-(2,3-dichlorophenoxy)-2-(methylthio)benzimidazole;
• PSA 63.21000
• LogP 6.03730

Synthetic route

68828-69-3

5-chloro-6-(2,3-dichlorophenoxy)-2,3-dihydro-1H-1,3-benzodiazole-2-thione

74-88-4

methyl iodide

68786-66-3

triclabendazole

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water at 10 - 50℃; for 20h;	94%

68828-69-3

6-chloro-5-(2,3-dichlorophenoxy)-1H-benzimidazole-2-thiol

77-78-1

dimethyl sulfate

68786-66-3

triclabendazole

Conditions

Conditions	Yield
Stage #1: 6-chloro-5-(2,3-dichlorophenoxy)-1H-benzimidazole-2-thiol; dimethyl sulfate In methanol; water at 60℃; for 0.5h; Stage #2: With sodium carbonate In water at 60℃; for 1.5h;	81.7%

616-38-6

carbonic acid dimethyl ester

68828-69-3

5-chloro-6-(2,3-dichlorophenoxy)-2,3-dihydro-1H-1,3-benzodiazole-2-thione

68786-66-3

triclabendazole

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 90 - 95℃; for 12h;	79%

68828-69-3

5-chloro-6-(2,3-dichlorophenoxy)-2,3-dihydro-1H-1,3-benzodiazole-2-thione

74-88-4

methyl iodide

A

145770-89-4

6-chloro-5-(2,3-dichlorophenoxy)-1-methyl-2-methylthio-1H-benzimidazole

B

145770-88-3

5-chloro-6-(2,3-dichlorophenoxy)-1-methyl-2-methylthio-1H-benzimidazole

C

68786-66-3

triclabendazole

Conditions

Conditions	Yield
With potassium carbonate In acetone	A 8% B 8% C 65%

...Expand

139369-42-9

4-chloro-5-(2,3-dichlorophenoxy)-1,2-phenylenediamine

68786-66-3

triclabendazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: methanol / 6 h / Reflux 1.2: 4 h / 60 - 90 °C 2.1: methanol; water / 0.5 h / 60 °C 2.2: 1.5 h / 60 °C View Scheme

triclabendazole hydrochloride

68786-66-3

triclabendazole

Conditions

Conditions	Yield
With ammonia In water	156 g

118353-04-1

4-chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline

68786-66-3

triclabendazole

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium hydroxide; hydrogen / methanol / 12 h / 100 °C / Inert atmosphere 2.1: methanol / 6 h / Reflux 2.2: 4 h / 60 - 90 °C 3.1: methanol; water / 0.5 h / 60 °C 3.2: 1.5 h / 60 °C View Scheme

576-24-9

2,3-dichlorophenol

68786-66-3

triclabendazole

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 - 90 °C / Large scale 1.2: 4 h / 50 °C / Large scale 2.1: sodium hydroxide; hydrogen / methanol / 12 h / 100 °C / Inert atmosphere 3.1: methanol / 6 h / Reflux 3.2: 4 h / 60 - 90 °C 4.1: methanol; water / 0.5 h / 60 °C 4.2: 1.5 h / 60 °C View Scheme
Multi-step reaction with 4 steps 1: potassium methanolate / N,N-dimethyl-formamide / 0.5 h / 155 °C / Microwave irradiation 2: sodium tetrahydroborate; palladium 10% on activated carbon / toluene / 2 h / Reflux 3: potassium hydroxide / ethanol / 21.5 h / 20 °C / Reflux 4: potassium hydroxide / ethanol; water / 20 h / 10 - 50 °C View Scheme

5462-30-6

N-(4,5-dichloro-2-nitrophenyl)acetamide

68786-66-3

triclabendazole

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 - 90 °C / Large scale 1.2: 4 h / 50 °C / Large scale 2.1: sodium hydroxide; hydrogen / methanol / 12 h / 100 °C / Inert atmosphere 3.1: methanol / 6 h / Reflux 3.2: 4 h / 60 - 90 °C 4.1: methanol; water / 0.5 h / 60 °C 4.2: 1.5 h / 60 °C View Scheme

4-chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline

68786-66-3

triclabendazole

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium tetrahydroborate; palladium 10% on activated carbon / toluene / 2 h / Reflux 2: potassium hydroxide / ethanol / 21.5 h / 20 °C / Reflux 3: potassium hydroxide / ethanol; water / 20 h / 10 - 50 °C View Scheme

6641-64-1

4,5-dichloro-2-nitroaniline

68786-66-3

triclabendazole

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: potassium methanolate / N,N-dimethyl-formamide / 0.5 h / 155 °C / Microwave irradiation 2: sodium tetrahydroborate; palladium 10% on activated carbon / toluene / 2 h / Reflux 3: potassium hydroxide / ethanol / 21.5 h / 20 °C / Reflux 4: potassium hydroxide / ethanol; water / 20 h / 10 - 50 °C View Scheme

68786-66-3

triclabendazole

100648-13-3

Triclabendazole sulfoxide

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane a) 10 deg C, 1 h, b) r.t., 12 h;	95%

Triclabendazole Chemical Properties

Triclabendazole Uses

Triclabendazole Toxicity Data With Reference

Triclabendazole Safety Profile

Triclabendazole Specification