3-Amino-5-chlorobenzonitrile supplier

Name
3-AMINO-5-CHLORO-BENZONITRILE
EINECS
CAS No. 53312-78-0
Density 1.33 g/cm³
Solubility
Melting Point
Formula C₇H₅ClN₂
Boiling Point 309.023 °C at 760 mmHg
Molecular Weight 152.583
Flash Point 140.693 °C
Transport Information
Appearance
Safety 26
Risk Codes 36
Molecular Structure
Hazard Symbols Xi
Synonyms 3-Amino-5-chlorobenzonitrile;5-Amino-3-chlorobenzonitrile;5-Cyano-3-chloroaniline;
PSA 49.81000
LogP 2.37508

Synthetic route

: 34662-30-1
1-nitro-3-chloro-5-cyanobenzene

: 53312-78-0
3-amino-5-chloro-benzonitrile

Conditions

Conditions	Yield
With tin(ll) chloride In N,N-dimethyl-formamide at 20℃;	40%

: 53312-78-0
3-amino-5-chloro-benzonitrile

: 1131397-77-7
3-chloro-5-cyano-phenylsulphonyl chloride

Conditions

Conditions	Yield
Stage #1: 3-amino-5-chloro-benzonitrile With hydrogenchloride; sodium nitrite In water at 0℃; for 0.583333h; Stage #2: With sulfur dioxide; acetic acid; copper dichloride In water at 0℃; for 1.25h;	97%

: 13947-76-7
2-isocyano-2-methylbutane

: 53312-78-0
3-amino-5-chloro-benzonitrile

: 150596-95-5
N-(3-Chloro-5-cyanophenyl)-N'-tert-pentylcarbodiimide

Conditions

Conditions	Yield
With 4 A molecular sieve; silver(l) oxide; nickel dichloride In benzene for 1h; Heating; effectivity of the other catalysts and oxidants;	86%
With 4 A molecular sieve; silver(l) oxide; nickel dichloride In benzene for 1h; Heating;	86%

: 5600-21-5
2-amino-6-methyl-4-chloropyrimidine

: 53312-78-0
3-amino-5-chloro-benzonitrile

: 3-((2-amino-6-methylpyrimidin-4-yl)amino)-5-chlorobenzonitrile

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water at 140℃; for 1.5h; Microwave irradiation; Sealed tube;	73%

: 3303-84-2
3-(tert-butyloxycarbonylamino)propionic acid

: 53312-78-0
3-amino-5-chloro-benzonitrile

: tert-butyl (3-((3-chloro-5-cyanophenyl)amino)-3-oxopropyl)carbamate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 25℃; for 1h;	70.8%

: 75-64-9
tert-butylamine

: 53312-78-0
3-amino-5-chloro-benzonitrile

: 1203655-74-6
N-t-butyl-3-chloro-5-cyano-benzenesulfonamide

Conditions

Conditions	Yield
Stage #1: 3-amino-5-chloro-benzonitrile With hydrogenchloride; sodium nitrite In water at -5℃; Stage #2: With sulfur dioxide; acetic acid; copper dichloride In water at -10 - 20℃; Stage #3: tert-butylamine With pyridine In tetrahydrofuran at 0 - 20℃;	52%

: 2-(4-(2-bromo-5-chlorobenzoyl)phenoxy)acetic acid

: 53312-78-0
3-amino-5-chloro-benzonitrile

: 2-(4-(2-bromo-5-chlorobenzoyl)phenoxy)-N-(3-chloro-5-cyanophenyl)acetamide

Conditions

Conditions	Yield
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	25%

: 1220631-64-0
8-(bis(4-methoxybenzyl)amino)-6-chloroimidazo[1,2-b]pyridazine-3-carbonitrile

: 53312-78-0
3-amino-5-chloro-benzonitrile

: 1220628-11-4
8-amino-6-((3-chloro-5-cyanophenyl)amino)imidazo[1,2-b]pyridazine-3-carbonitrile

Conditions

Conditions	Yield
Stage #1: 8-(bis(4-methoxybenzyl)amino)-6-chloroimidazo[1,2-b]pyridazine-3-carbonitrile; 3-amino-5-chloro-benzonitrile With copper(l) iodide; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium(0) In ISOPROPYLAMIDE at 125℃; for 13h; Inert atmosphere; Stage #2: With triethylsilane; trifluoroacetic acid In dichloromethane for 1h;	12.61%

: 463-71-8
thiophosgene

: 53312-78-0
3-amino-5-chloro-benzonitrile

: 185500-56-5
3-Chloro-5-isothiocyanato-benzonitrile

Conditions

Conditions	Yield
In ethyl acetate at 75℃; for 1.5h;

: 53312-78-0
3-amino-5-chloro-benzonitrile

: 4-methyl-N'-[(1E)-pyridin-2-ylmethylene]benzenesulfonohydrazide

: 3-chloro-5-(5-pyridin-2-yl-tetrazol-2-yl)-benzonitrile

Conditions

Conditions	Yield
Stage #1: 3-amino-5-chloro-benzonitrile With hydrogenchloride; sodium nitrite In ethanol at 0℃; Stage #2: 4-methyl-N'-[(1E)-pyridin-2-ylmethylene]benzenesulfonohydrazide With sodium hydroxide In ethanol at 0℃;

: 53312-78-0
3-amino-5-chloro-benzonitrile

: (3-Chloro-5-cyano-phenyl)-(1,1,2-trimethyl-propyl)-carbodiimide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 3: PPh3, Et3N, CCl4 / CH2Cl2 View Scheme

: 53312-78-0
3-amino-5-chloro-benzonitrile

: (3-Chloro-5-cyano-phenyl)-(1-ethyl-1-methyl-propyl)-carbodiimide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 3: PPh3, Et3N, CCl4 / CH2Cl2 View Scheme

: 53312-78-0
3-amino-5-chloro-benzonitrile

: 1-(3-Chloro-5-cyano-phenyl)-3-(1-ethyl-1-methyl-propyl)-thiourea

: 53312-78-0
3-amino-5-chloro-benzonitrile

: 1-(3-Chloro-5-cyano-phenyl)-3-(1,1,2-trimethyl-propyl)-thiourea

: 53312-78-0
3-amino-5-chloro-benzonitrile

: (3-Chloro-5-cyano-phenyl)-(1,1-diethyl-propyl)-carbodiimide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 3: PPh3, Et3N, CCl4 / CH2Cl2 View Scheme

: 53312-78-0
3-amino-5-chloro-benzonitrile

: 1-(3-Chloro-5-cyano-phenyl)-3-(1,1-diethyl-propyl)-thiourea

: 53312-78-0
3-amino-5-chloro-benzonitrile

: C15H18ClN5

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 3: PPh3, Et3N, CCl4 / CH2Cl2 4: iPr2EtN View Scheme

: 53312-78-0
3-amino-5-chloro-benzonitrile

: C15H18ClN5

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 3: PPh3, Et3N, CCl4 / CH2Cl2 4: iPr2EtN View Scheme

: 53312-78-0
3-amino-5-chloro-benzonitrile

: C16H20ClN5

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 3: PPh3, Et3N, CCl4 / CH2Cl2 4: iPr2EtN View Scheme

: 53312-78-0
3-amino-5-chloro-benzonitrile

: 150596-95-5
N-(3-Chloro-5-cyanophenyl)-N'-tert-pentylcarbodiimide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: ethyl acetate / 1.5 h / 75 °C 2: ethyl acetate / 1 h / Ambient temperature 3: Ph3P, Et3N / CH2Cl2; CCl4 / 5 h / Heating View Scheme

: 53312-78-0
3-amino-5-chloro-benzonitrile

: N-(3-Chloro-5-cyanophenyl)-N'-cyano-N''-tert-pentylguanidine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: ethyl acetate / 1.5 h / 75 °C 2: ethyl acetate / 1 h / Ambient temperature 3: Ph3P, Et3N / CH2Cl2; CCl4 / 5 h / Heating 4: diisopropylethylamine / dimethylformamide / 15 h / 100 °C View Scheme

: 53312-78-0
3-amino-5-chloro-benzonitrile

: 1026006-49-4
tert-Butyl-(3-chloro-5-cyano-phenyl)-carbodiimide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: ethyl acetate / 1.5 h / 75 °C 2: ethyl acetate / 1 h / Ambient temperature 3: Ph3P, Et3N / CH2Cl2; CCl4 / 5 h / Heating View Scheme

: 53312-78-0
3-amino-5-chloro-benzonitrile

: 185500-53-2
1-tert-Butyl-3-(3-chloro-5-cyano-phenyl)-thiourea

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ethyl acetate / 1.5 h / 75 °C 2: ethyl acetate / 1 h / Ambient temperature View Scheme

: 53312-78-0
3-amino-5-chloro-benzonitrile

: 144930-87-0
1-(3-Chloro-5-cyano-phenyl)-3-(1,1-dimethyl-propyl)-thiourea

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ethyl acetate / 1.5 h / 75 °C 2: ethyl acetate / 1 h / Ambient temperature View Scheme

: 53312-78-0
3-amino-5-chloro-benzonitrile

: C13H14ClN5

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: ethyl acetate / 1.5 h / 75 °C 2: ethyl acetate / 1 h / Ambient temperature 3: Ph3P, Et3N / CH2Cl2; CCl4 / 5 h / Heating 4: diisopropylethylamine / dimethylformamide / 15 h / 100 °C View Scheme

: 53312-78-0
3-amino-5-chloro-benzonitrile

: 3-amino-5-chlorobenzylamine

Conditions

Conditions	Yield
With dimethylsulfide borane complex In tetrahydrofuran at 20℃; for 3h; Heating / reflux;

: 40137-29-9
2-methyl-4-chlorobenzaldehyde

: 64195-85-3
ethyl 2,4-dioxo-5-methylhexanoate

: 53312-78-0
3-amino-5-chloro-benzonitrile

: 1441737-09-2
3-chloro-5-[2-(4-chloro-2-methyl-phenyl)-4-hydroxy-3-isobutyryl-5-oxo-2,5-dihydro-pyrrol-1-yl]-benzonitrile

Conditions

Conditions	Yield
With acetic acid at 120℃; for 16h;	1.8 g

...Expand

: (3R*,4R*)-2-isobutyl-1-oxo-3-(thiophen-2-yl)-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acid

: 53312-78-0
3-amino-5-chloro-benzonitrile

: C25H22ClN3O2S

Conditions

Conditions	Yield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In dichloromethane; ethyl acetate at 0 - 20℃; for 16h;

: 53312-78-0
3-amino-5-chloro-benzonitrile

: tert-butyl (3-((3-(aminomethyl)-5-chlorophenyl)amino)-3-oxopropyl)carbamate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 1 h / 25 °C 2: hydrogen; ammonium hydroxide / methanol / 4 h / 25 °C View Scheme

: 53312-78-0
3-amino-5-chloro-benzonitrile

: tert-butyl (3-((3-chloro-5-((6-chloro-2,3,4,9-tetrahydro-1Hpyrido[3,4-b] indole-2-carboxamido) methyl)phenyl)amino)-3-oxopropyl)carbamate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 1 h / 25 °C 2.1: hydrogen; ammonium hydroxide / methanol / 4 h / 25 °C 3.1: triethylamine / dichloromethane / 0.5 h / 0 °C 3.2: 3 h / 25 °C View Scheme

3-Amino-5-chlorobenzonitrile Specification

The 3-Amino-5-chlorobenzonitrile, with the CAS registry number 53312-78-0, is also known as 3-Chloro-5-cyanoaniline. Its molecular formula is C₇H₅ClN₂and its molecular weight is 152.58. Additionally, its IUPAC name is 3-amino-5-chlorobenzonitrile. It belongs to the product categories Amines; Blocks; Carboxes.

Other characteristics of the 3-Amino-5-chlorobenzonitrile can be summarised as followings: (1)ACD/LogP: 1.84; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2; (4)ACD/LogD (pH 7.4): 2; (5)ACD/BCF (pH 5.5): 21; (6)ACD/BCF (pH 7.4): 21; (7)ACD/KOC (pH 5.5): 310; (8)ACD/KOC (pH 7.4): 310; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 49.81 Å²; (13)Index of Refraction: 1.61; (14)Molar Refractivity: 39.765 cm³; (15)Molar Volume: 114.719 cm³; (16)Polarizability: 15.764×10^-24cm³; (17)Surface Tension: 59.124 dyne/cm; (18)Density: 1.33 g/cm³; (19)Flash Point: 140.693 °C; (20)Enthalpy of Vaporization: 54.975 kJ/mol; (21)Boiling Point: 309.023 °C at 760 mmHg; (22)Vapour Pressure: 0.001 mmHg at 25°C.

You can still convert the following datas into molecular structure:
1.SMILES: Clc1cc(C#N)cc(N)c1
2.InChI: InChI=1/C7H5ClN2/c8-6-1-5(4-9)2-7(10)3-6/h1-3H,10H2
3.InChIKey: JRBVDAQXMNYPHC-UHFFFAOYAM

Product Name

3-AMINO-5-CHLORO-BENZONITRILE

Synthetic route

3-Amino-5-chlorobenzonitrile Specification

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