5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole supplier

Name
5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole
EINECS
CAS No. 120068-79-3
Article Data27
CAS DataBase
Density 1.65 g/cm³
Solubility Soluble in methanol, ethanol, acetone, dichloroethane and ethyl acetate
Melting Point 132-141 °C
Formula C₁₁H₅Cl₂F₃N₄
Boiling Point 433 °C at 760 mmHg
Molecular Weight 321.089
Flash Point 215.6 °C
Transport Information
Appearance solid powder
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 1-[2,6-Dichloro-4-(trifluoromethyl)phenyl]-3-cyano-5-aminopyrazole;5-Amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyanopyrazole;5-Amino-3-cyano-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-1H-pyrazole;
PSA 67.63000
LogP 4.23298

Synthetic route

: 213132-03-7
2-(2, 6-Dichloro-4-trifluoromethylphenylhydrazono)succinonitrile

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

Conditions

Conditions	Yield
With ammonia In ethanol; water at 0℃; for 0.166667h;	97%
With sodium hydroxide; sodium hydrogencarbonate; sodium carbonate In dichloromethane
With ammonium hydroxide In ethanol at 10 - 15℃; for 10h; pH=>= 11;

: syn-2-(2, 6-Dichloro-4-trifluoromethylphenylhydrazono)succinonitrile

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

Conditions

Conditions	Yield
With ammonia In ethanol; water	97%

: 213457-39-7
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-carboethoxypyrazole

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

Conditions

Conditions	Yield
With water In 5,5-dimethyl-1,3-cyclohexadiene for 2h; Reagent/catalyst; Reflux;	96.63%

: 40497-11-8
ethyl 2,3-dicyanopropanoate

: 24279-39-8
2,6-dichloro-4-(trifluoromethyl)aniline

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

Conditions

Conditions	Yield
Stage #1: 2,6-dichloro-4-(trifluoromethyl)aniline With nitrosylsulfuric acid; acetic acid at 5 - 50℃; for 11h; Large scale; Stage #2: ethyl 2,3-dicyanopropanoate In water at 10 - 30℃; for 20h; Large scale;	95%
Stage #1: 2,6-dichloro-4-(trifluoromethyl)aniline With nitrosylsulfuric acid; sulfuric acid In hexane at 10 - 30℃; Stage #2: ethyl 2,3-dicyanopropanoate In hexane at 0 - 30℃; for 6h; Solvent;	95.2%
Stage #1: 2,6-dichloro-4-(trifluoromethyl)aniline With hydrogenchloride; sulfuric acid In water; toluene at 30 - 40℃; for 1.5h; Green chemistry; Stage #2: With sodium nitrite In water; toluene at 15 - 20℃; for 1h; Green chemistry; Stage #3: ethyl 2,3-dicyanopropanoate In water; toluene at 10 - 25℃; for 12h; Temperature; Green chemistry;	90%

: C14H9Cl2F3N4O2

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

Conditions

Conditions	Yield
With urea In ethanol at 25 - 35℃; pH=12 - 13; Large scale;	90.85%

: 61760-68-7
2,3-dicyanopropionic acid methyl ester

: 24279-39-8
2,6-dichloro-4-(trifluoromethyl)aniline

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

Conditions

Conditions	Yield
Stage #1: 2,6-dichloro-4-(trifluoromethyl)aniline With hydrogenchloride; sulfuric acid In water; toluene at 30 - 50℃; for 1h; Green chemistry; Stage #2: With sodium nitrite In water; toluene at 15 - 20℃; for 4h; Green chemistry; Stage #3: 2,3-dicyanopropionic acid methyl ester In water; toluene at 10 - 25℃; for 12.5h; Green chemistry;	85%

: 1071-98-3
2-butynedinitrile

: 86398-94-9
2,6-dichloro-4-(trifluoromethyl)phenyl hydrazine

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

Conditions

Conditions	Yield
In chloroform at 20 - 50℃; for 3.5h;	81%

: 40497-11-8
ethyl 2,3-dicyanopropanoate

: C7H2Cl2F3N2(1+)*Cl(1-)

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

Conditions

Conditions	Yield
for 2h;	74.7%
Stage #1: ethyl 2,3-dicyanopropanoate; C7H2Cl2F3N2(1+)*Cl(1-) for 2h; Stage #2: With ammonium hydroxide at 20℃; for 2h; pH=9 - 10;	48.8%

: 26459-70-1
chloromaleo(fumaro)nitrile

: 86398-94-9
2,6-dichloro-4-(trifluoromethyl)phenyl hydrazine

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

Conditions

Conditions	Yield
With 2,6-dimethylpyridine In methanol at 20 - 25℃;	71%

: 288066-46-6
N'-(2,6-dichloro-4-trifluoromethylphenyl)-chloroacetohydrazonoyl chloride

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

Conditions

Conditions	Yield
In ethanol; water	53%

: 10258-54-5
2-methoxyethyl cyanoacetate

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

Conditions

Conditions	Yield
Stage #1: 2-methoxyethyl cyanoacetate With hydrogenchloride; 2,6-dichloro-4-(trifluoromethyl)aniline; sodium nitrite In 2-methoxy-ethanol for 3h; Stage #2: pH=9;

: 120068-87-3
5-amino-3-chloro-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-ethoxycarbonylpyrazole

: 821-25-0
1,1-dichloroheptane

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

Conditions

Conditions	Yield
In 1,4-dioxane; hydrogenchloride; acetic acid

: 328-84-7
1,2-dichloro-4-(trifluoromethyl)benzene

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: dimethylsulfone; potassium fluoride; ammonia / 6 h / 30 - 235 °C / 18751.9 - 19502 Torr / Autoclave 2.1: sulfuryl dichloride; 1-methyl-pyrrolidin-2-one / 1-methyl-pyrrolidin-2-one; chlorobenzene / 8 h / 55 - 60 °C 3.1: nitrosylsulfuric acid; acetic acid / 30 - 55 °C 3.2: 0 - 15 °C View Scheme
Multi-step reaction with 3 steps 1.1: 1-methyl-pyrrolidin-2-one; potassium fluoride; ammonia / 10 h / 245 - 250 °C / 22502.3 - 30003 Torr / Autoclave 2.1: sulfuryl dichloride; 1-methyl-pyrrolidin-2-one / 1-methyl-pyrrolidin-2-one; chlorobenzene / 8 h / 55 - 60 °C 3.1: nitrosylsulfuric acid; acetic acid / 30 - 55 °C 3.2: 0 - 15 °C View Scheme

: 39885-50-2
2-chloro-4-(trifluoromethyl)aniline

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sulfuryl dichloride; 1-methyl-pyrrolidin-2-one / 1-methyl-pyrrolidin-2-one; chlorobenzene / 8 h / 55 - 60 °C 2.1: nitrosylsulfuric acid; acetic acid / 30 - 55 °C 2.2: 0 - 15 °C View Scheme

: 24279-39-8
2,6-dichloro-4-(trifluoromethyl)aniline

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: hydrogenchloride; sodium nitrite; ethanol / water / 0.5 h / Cooling with ice 2.1: 2 h 2.2: 2 h / 20 °C / pH 9 - 10 View Scheme
Multi-step reaction with 2 steps 1: hydrogenchloride; sodium nitrite / ethanol; water / 0.5 h / Cooling with ice 2: 2 h View Scheme
Multi-step reaction with 2 steps 1.1: hydrogenchloride / ethanol / 0.5 h 1.2: 0 - 10 °C 1.3: 0 - 15 °C / pH 12 2.1: hydrogenchloride / water / 80 °C / pH Ca. 7 View Scheme

: 64-17-5
ethanol

: C14H9Cl2F3N4O2

A: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

B: 105-58-8
Diethyl carbonate

Conditions

Conditions	Yield
With hydrogenchloride In water at 80℃; pH=Ca. 7;	A 6.1 g B 40.78 g

...Expand

: 67-56-1
methanol

: C14H9Cl2F3N4O2

A: 623-53-0
ethyl methyl carbonate

B: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

Conditions

Conditions	Yield
With hydrogenchloride In water at 80℃; pH=Ca. 7;	A 37.6 g B 5.8 g

...Expand

Reaxys ID: 35961796: Reaxys ID: 35961796

Reaxys ID: 35961797: Reaxys ID: 35961797

A Reaxys ID: 35961795: Reaxys ID: 35961795

B: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

...Expand

: 455-14-1
4-trifluoromethylphenylamine

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: hydrogenchloride; sodium nitrite / ethanol; water / 12 h / -5 - 5 °C 2: 2,2'-azobis(isobutyronitrile); chlorine / 1,2-dichloro-ethane / 8 h / 15 - 80 °C 3: water / 5,5-dimethyl-1,3-cyclohexadiene / 2 h / Reflux View Scheme

: 20621-29-8
trifluoromethylsulfinyl chloride

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 120068-37-3
fipronil

Conditions

Conditions	Yield
With dimethylamine p-toluenesulfonate for 10h; Heating;	99%
With dimethylamine p-toluenesulfonate at 50℃; for 8h;	92%
With benzyltrimethylammonium chloride In 1,2-dichloro-ethane at 35℃; for 2h; Temperature; Industrial scale;	90.3%

: 2926-29-6
Langlois reagent

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 120067-83-6
5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(trifluoromethylthio)-1H-pyrazole-3-carbonitrile

Conditions

Conditions	Yield
Stage #1: Langlois reagent; 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole With C7H16O3P(1-)*C6H11N2O(1+) In toluene at -2℃; for 0.0833333h; Stage #2: With phosphorus trichloride In toluene at 50℃; for 5h; Temperature;	96%
Stage #1: Langlois reagent; 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole; dimethylamine p-toluenesulfonate In N,N-dimethyl-formamide; toluene at 20 - 25℃; for 0.75h; Stage #2: With phosphorus trichloride In N,N-dimethyl-formamide; toluene at 0 - 70℃; for 8h; Product distribution / selectivity;	66.7%
Stage #1: Langlois reagent; 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole; dimethylamine p-toluenesulfonate In N,N-dimethyl-formamide; toluene at 25℃; for 0.75h; Industry scale; Stage #2: With phosphorus trichloride In N,N-dimethyl-formamide; toluene at 0 - 70℃; for 10h; Product distribution / selectivity;

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 130755-46-3
4,4'-dithiobis [5-amino-3-cyano-1-{2,6-dichloro-4-(trifluoromethyl)phenyl}-1H-pyrazole]

Conditions

Conditions	Yield
With disulfur dichloride In dichloromethane at 20℃;	95%
With disulfur dichloride In dichloromethane at 0 - 20℃;	95%
With disulfur dichloride In dichloromethane at 0 - 20℃;

: 405-31-2
bis(4-fluorophenyl)disulfide

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 1158997-67-1
C17H8Cl2F4N4S

Conditions

Conditions	Yield
With ferric(III) bromide; iodine In acetonitrile at 80℃; for 42h; regioselective reaction;	95%

: 110-53-2
1-Bromopentane

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: N-5-pentylamino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-1H-pyrazole

Conditions

Conditions	Yield
With potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 3h; Sonication; Microwave irradiation; Heating;	94.1%

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 5-amino-4-chloro-1-(2,6-dichloro-4-trifluoromethyl-phenyl)-1H-pyrazole-3-carbonitrile

Conditions

Conditions	Yield
With N-chloro-succinimide In acetonitrile at 20℃; for 1h;	94%

: 1142-19-4
4,4'-dichlorodiphenyl disulfide

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 1158997-68-2
5-amino-4-[(4-chlorophenyl)thio]-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-1H-pyrazole-3-carbonitrile

Conditions

Conditions	Yield
With ferric(III) bromide; iodine In acetonitrile at 80℃; for 42h; regioselective reaction;	93%
With ferric(III) bromide; iodine In acetonitrile at 85℃; for 30h;	81%

: 100-39-0
benzyl bromide

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: N-5-benzylamino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-1H-pyrazole

Conditions

Conditions	Yield
With potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 3h; Sonication; Microwave irradiation; Heating;	92.6%

: 103-19-5
di(p-tolyl) disulfide

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 1158997-61-5
5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(p-tolylthio)-1H-pyrazole-3-carbonitrile

Conditions

Conditions	Yield
With ferric(III) bromide; iodine In acetonitrile at 80℃; for 42h; regioselective reaction;	92%
With ferric(III) bromide; iodine In acetonitrile at 85℃; for 36h;	81%

: 150-60-7
dibenzyl disulphide

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 5-amino-4-(benzylthio)-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-1H-pyrazole-3-carbonitrile

Conditions

Conditions	Yield
With ferric(III) bromide; iodine In acetonitrile at 80℃; for 42h; regioselective reaction;	90%
With ferric(III) bromide; iodine In acetonitrile at 85℃; for 16h;	79%

: 124-63-0
methanesulfonyl chloride

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 849950-10-3
1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-5-di(methylsulfonyl)amide-1H-pyrazole-3-carbonitrile

Conditions

Conditions	Yield
With pyridine at 20℃;	88.7%

: 20621-29-8
trifluoromethylsulfinyl chloride

: 2840-22-4
dimethylamine p-toluenesulfonate

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 120068-37-3
fipronil

Conditions

Conditions	Yield
In water; toluene	88%

...Expand

: 5720-07-0
4-methoxyphenylboronic acid

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(4-methoxyphenyl)-1H-pyrazole-3-carbonitrile

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; N-iodo-succinimide; sodium hydrogencarbonate In ethanol; water at 80℃; for 18h; Inert atmosphere;	88%

: 882-33-7
diphenyldisulfane

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 1127335-86-7
5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(phenylthio)-1H-pyrazole-3-carbonitrile

Conditions

Conditions	Yield
With ferric(III) bromide; iodine In acetonitrile at 85℃; for 26h;	88%
With ferric(III) bromide; iodine In acetonitrile at 80℃; for 42h; regioselective reaction;	82%

: 63697-96-1
4-Ethynylbenzaldehyde

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-5-(4-ethynylbenzylideneamino)-1H-pyrazole-3-carbonitrile

Conditions

Conditions	Yield
With hydrogenchloride In water for 48h; Ionic liquid;	88%

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 3-cyano-4-bromo-5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-1H-pyrazole

Conditions

Conditions	Yield
With N-Bromosuccinimide In acetonitrile at 50℃; for 1h;	87%

: 5720-05-8
4-methylphenylboronic acid

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-p-tolyl-1H-pyrazole-3-carbonitrile

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; N-iodo-succinimide; sodium hydrogencarbonate In ethanol; water at 80℃; for 18h; Inert atmosphere;	87%

: 98-09-9
benzenesulfonyl chloride

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 912462-94-3
1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-5-phenylsulfonylamino-1H-pyrazole-3-carbonitrile

Conditions

Conditions	Yield
With pyridine at 20℃;	86.5%

: 63139-21-9
4-ethylphenylboronic acid

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 1373210-80-0
5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(4-ethylphenyl)-1H-pyrazole-3-carbonitrile

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; N-iodo-succinimide; sodium hydrogencarbonate In ethanol; water at 80℃; for 18h; Inert atmosphere;	86%

: 98-59-9
p-toluenesulfonyl chloride

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 901418-28-8
1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-5-(4-methylphenylsulfonylamino)-1H-pyrazole-3-carbonitrile

Conditions

Conditions	Yield
With pyridine at 20℃;	85.2%

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 188539-59-5
5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-iodo-1H-pyrazole-3-carbonitrile

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; N-iodo-succinimide; copper(l) iodide; caesium carbonate In dimethyl sulfoxide at 100℃; for 18h; Solvent; Schlenk technique;	85%
With N-iodo-succinimide In acetonitrile
With N-iodo-succinimide In acetonitrile for 1h; Heating;

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 98-80-6
phenylboronic acid

: 5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-phenyl-1H-pyrazole-3-carbonitrile

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; N-iodo-succinimide; sodium hydrogencarbonate In ethanol; water at 80℃; for 18h; Inert atmosphere;	85%

: 873-73-4
4-n-chlorophenylacetylene

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 5-amino-4-((4-chlorophenyl)ethynyl)-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; N-iodo-succinimide; copper(l) iodide; caesium carbonate In ethanol; water at 100℃; for 18h; Schlenk technique; Green chemistry;	85%

: 98-68-0
4-methoxy-phenyl-sulphonyl chloride

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 870087-78-8
1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-5-(4-methoxyphenylsulfonylamino)-1H-pyrazole-3-carbonitrile

Conditions

Conditions	Yield
With pyridine at 20℃;	84.5%

5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole Specification

The IUPAC name of 1H-Pyrazole-3-carbonitrile,5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]- is 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]pyrazole-3-carbonitrile. With the CAS registry number 120068-79-3, it is also named as 5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole. The pure product is white crystalline solid and the industrial product is light brown solid which is soluble in methanol, ethanol, acetone, dichloroethane and ethyl acetate. In addition, this chemical is used as fipronil insecticide intermediates.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.13; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.13; (4)ACD/LogD (pH 7.4): 3.13; (5)ACD/BCF (pH 5.5): 140.96; (6)ACD/BCF (pH 7.4): 140.96; (7)ACD/KOC (pH 5.5): 1202.09; (8)ACD/KOC (pH 7.4): 1202.09; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.62; (13)Molar Refractivity: 68.32 cm³; (14)Molar Volume: 194.4 cm³; (15)Polarizability: 27.08×10^-24 cm³; (16)Surface Tension: 47.5 dyne/cm; (17)Enthalpy of Vaporization: 68.88 kJ/mol; (18)Vapour Pressure: 1.06E-07 mmHg at 25°C; (19)Rotatable Bond Count: 1; (20)Tautomer Count: 3; (21)Exact Mass: 319.984336; (22)MonoIsotopic Mass: 319.984336; (23)Topological Polar Surface Area: 67.6; (24)Heavy Atom Count: 20; (25)Complexity: 398.

Preparation of 1H-Pyrazole-3-carbonitrile,5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-: It can be obtained by 2,6-dichloro-4-trifluoromethyl aniline which is diazotizated to get diazonium salt. The diazonium salt condensates with ethyl dicyanopropionate and then through ring formation to obtained the product.

People can use the following data to convert to the molecule structure.
1. SMILES: FC(F)(F)c2cc(Cl)c(n1nc(C#N)cc1N)c(Cl)c2;
2. InChI: InChI=1/C11H5Cl2F3N4/c12-7-1-5(11(14,15)16)2-8(13)10(7)20-9(18)3-6(4-17)19-20/h1-3H,18H2.

Product Name

5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

Synthetic route

5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole Specification

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