2432-74-8

Basic information

• Product Name: 6-AMINO CAPRONITRILE
• Synonyms: 6-amino-hexanenitril;6-aminohexanonitrile;OMEGA-AMINOCAPRONITRILE;TIMTEC-BB SBB008486;6-AMINO CAPRONITRILE;6-AMINOHEXANENITRILE;w-Aminocapronitrile;ε-Aminocapronitrile
• CAS NO: 2432-74-8
• Molecular Formula: C₆H₁₂N₂
• Molecular Weight: 112.17
• EINECS: 219-409-2
• Mol File: 2432-74-8.mol
• Article Data: 32

Chemical Properties

• Melting Point: -31.3°C
• Boiling Point: 200.13°C (rough estimate)
• Flash Point: 93.6°C
• Appearance: /
• Density: 0.8929 (rough estimate)
• Vapor Pressure: 0.0636mmHg at 25°C
• Refractive Index: 1.4475
• Storage Temp.: Refrigerator, Under inert atmosphere
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 10.38±0.10(Predicted)
• CAS DataBase Reference: 6-AMINO CAPRONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-AMINO CAPRONITRILE(2432-74-8)
• EPA Substance Registry System: 6-AMINO CAPRONITRILE(2432-74-8)

Safety Data

• RTECS: MO4085000
• Hazardous Substances Data: 2432-74-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 46, p. 1263, 1981 DOI: 10.1021/jo00320a008

InChI:InChI=1/C6H12N2/c7-5-3-1-2-4-6-8/h1-5,7H2

Synthetic route

caprolactam (105-60-2) → 1-amino-5-cyanopentane (2432-74-8)

Conditions	Yield
With manganese(IV) oxide; ammonia at 200℃; under 9750.98 Torr; Reagent/catalyst; Temperature; Pressure;	99%
With ammonia; silica gel; copper at 360℃;

2-Trimethylsilanyl-ethanesulfonic acid (5-cyano-pentyl)-amide (106043-12-3) → 1-amino-5-cyanopentane (2432-74-8)

Conditions	Yield
With cesium fluoride In N,N-dimethyl-formamide at 95℃; for 40h;	83%

C12H21N3 (185350-62-3) → caprolactam (105-60-2) + 1-amino-5-cyanopentane (2432-74-8) + ethyl 6-aminohexanoate (371-34-6)

Conditions	Yield
With water; titanium(IV) oxide In ethanol at 230℃; under 60006 Torr;	A 80% B n/a C n/a

hexanedinitrile (111-69-3) → 1,6-Hexanediamine (124-09-4) + 1-amino-5-cyanopentane (2432-74-8)

Conditions	Yield
With Rh/Al2O3; hydrogen In ethanol at 80℃; for 6h;	A 24.4% B 75.6%
With hydrogen; active elemental iron component In ammonia at 70 - 220℃; under 75007.5 - 300030 Torr;
Stage #1: hexanedinitrile With potassium hydroxide; hydrogen; nickel at 50℃; under 15001.5 Torr; Stage #2: With phosphoric acid Purification / work up;

hexanedinitrile (111-69-3) → 1-amino-5-cyanopentane (2432-74-8)

Conditions	Yield
With hydrogen; aluminum oxide; nickel at 169.9℃; under 760 Torr;	75%
With nickel-aluminium oxide; ammonia at 120℃; under 102971 - 154457 Torr; Hydrogenation;
With cobalt kieselguhr; ammonia at 120℃; under 102971 - 154457 Torr; Hydrogenation;

1-azido-5-cyano-pentane (89488-73-3) → 1-amino-5-cyanopentane (2432-74-8)

Conditions	Yield
With sodium tetrahydroborate; cobalt(II) chloride In water at 20℃; for 1h;	66%

hexanedinitrile (111-69-3) → 1,6-Hexanediamine (124-09-4) + 1-amino-5-cyanopentane (2432-74-8) + 2-iminocyclopentanecarbonitrile (2321-76-8)

Conditions	Yield
With potassium hydroxide; hydrogen; nickel at 50℃; under 15001.5 Torr; Purification / work up;	A n/a B n/a C 12%

5-hydroxypentylamine (2508-29-4) + potassium cyanide (151-50-8) → 1-amino-5-cyanopentane (2432-74-8)

Conditions	Yield
With thionyl chloride

hexanedinitrile (111-69-3) → hexamethylene imine (111-49-9) + 1,6-Hexanediamine (124-09-4) + 1-amino-5-cyanopentane (2432-74-8)

Conditions	Yield
With hydrogen; aluminum oxide; nickel at 169.9℃; under 760 Torr; Product distribution; varying space velocity of catalysts;
With hydrogen; nickel monophosphide; silica gel In ethanol at 199.85℃; under 760 Torr; Product distribution; Further Variations:; Catalysts;	A 16 % Chromat. B 65 % Chromat. C 19 % Chromat.
With potassium hydroxide; hydrogen; [Ni0.60Mg0.15Al0.25(OH)2](CO32-)0.09(NO3-)0.18 at 79.85℃; under 18751.5 Torr; Product distribution; Further Variations:; Catalysts; Reagents; Temperatures;

potassium phtalimide (1074-82-4) + 6-bromo-capronitrile → 1-amino-5-cyanopentane (2432-74-8)

Conditions	Yield
Kochen des Reaktionsprodukts mit Hydrazinhydrat in wss. Aethanol;

hexanedinitrile (111-69-3) + nickel + silicate + methanolic NH3 → hexamethylene imine (111-49-9) + 1-amino-5-cyanopentane (2432-74-8)

Conditions	Yield
at 95 - 120℃; under 51485.6 - 102971 Torr; Hydrogenation;

methanol (67-56-1) + hexanedinitrile (111-69-3) + titanium hydride → hexamethylene imine (111-49-9) + 1-amino-5-cyanopentane (2432-74-8)

Conditions	Yield
at 100 - 200℃; under 110326 Torr; Hydrogenation;

hexanedinitrile (111-69-3) + nickel + silicate + water free NH3 → hexamethylene imine (111-49-9) + 1-amino-5-cyanopentane (2432-74-8)

Conditions	Yield
at 95 - 120℃; under 51485.6 - 102971 Torr; Hydrogenation;

hexanedinitrile (111-69-3) + ammonia (7664-41-7) + Raney nickel → 1,6-Hexanediamine (124-09-4) + 1-amino-5-cyanopentane (2432-74-8)

Conditions	Yield
je nach den Bedingungen.Hydrogenation;

hexanedinitrile (111-69-3) + butan-1-ol (71-36-3) + Raney nickel → 1,6-Hexanediamine (124-09-4) + 1-amino-5-cyanopentane (2432-74-8)

Conditions	Yield
je nach den Bedingungen.Hydrogenation;

Cyclohexanone oxime (100-64-1) + ammonia (7664-41-7) + silica gel → caprolactam (105-60-2) + 1-amino-5-cyanopentane (2432-74-8) + hexen-(1)-oic acid (6)-nitrile + compound C18H24N2

Conditions	Yield
at 250℃;

hexanedinitrile (111-69-3) → tetrahydroazepine (2214-81-5) + hexamethylene imine (111-49-9) + 1,6-Hexanediamine (124-09-4) + 1-amino-5-cyanopentane (2432-74-8)

Conditions	Yield
With hydrogen; magnesium oxide; nickel at 109.85℃; Product distribution; Further Variations:; Catalysts; Temperatures;

hexanedinitrile (111-69-3) → Reaxys ID: 11464252 + 1-amino-5-cyanopentane (2432-74-8) + 2-amino-1-cyanocyclopentene (2941-23-3)

Conditions	Yield
With ammonia; hydrogen; iron catalyst, based on magnetite ore and prepared according to Example 2 (a) of DE 19636767 at 30 - 340℃; for 1524h; Conversion of starting material; Compressed gas(es);

trans,trans-mucononitrile (5867-88-9) → 1,6-Hexanediamine (124-09-4) + hexanedinitrile (111-69-3) + 1-amino-5-cyanopentane (2432-74-8)

Conditions	Yield
With ammonia; hydrogen; Raney nickel In tetrahydrofuran; water at 110℃; under 18100.7 Torr; for 3h; Product distribution / selectivity; Parr reactor;	A 32.8 %Chromat. B 26.3 %Chromat. C n/a
With ammonia; hydrogen; Raney nickel In tetrahydrofuran; water at 80℃; under 54302 Torr; for 3h; Product distribution / selectivity; Parr reactor;	A 18.4 %Chromat. B 75.2 %Chromat. C n/a

trans,trans-muconic acid (3588-17-8) → 1,6-Hexanediamine (124-09-4) + 1-amino-5-cyanopentane (2432-74-8)

Conditions	Yield
Multi-step reaction with 4 steps 1: sulfuric acid / 18 h / Reflux 2: ammonia / ethanol; water / 336 h / 20 °C 3: trichlorophosphate / Reflux 4: hydrogen; ammonia / Raney nickel / water; tetrahydrofuran / 3 h / 110 °C / 18100.7 Torr / Parr reactor View Scheme

cis,cis-Muconic acid (1119-72-8) → 1,6-Hexanediamine (124-09-4) + 1-amino-5-cyanopentane (2432-74-8)

Conditions	Yield
Multi-step reaction with 5 steps 1: sulfuric acid / 18 h / Reflux 2: iodine / methanol / 60 h / Reflux 3: ammonia / ethanol; water / 336 h / 20 °C 4: trichlorophosphate / Reflux 5: hydrogen; ammonia / Raney nickel / water; tetrahydrofuran / 3 h / 110 °C / 18100.7 Torr / Parr reactor View Scheme
Multi-step reaction with 6 steps 1.1: sodium hydroxide / water / 2 h / 90 °C / pH 5.1 1.2: pH 2 2.1: iodine / tetrahydrofuran / 4 h / Reflux 3.1: sulfuric acid / 18 h / Reflux 4.1: ammonia / ethanol; water / 336 h / 20 °C 5.1: trichlorophosphate / Reflux 6.1: hydrogen; ammonia / Raney nickel / water; tetrahydrofuran / 3 h / 110 °C / 18100.7 Torr / Parr reactor View Scheme

(E,E)-hexa-2,4-dienedioic acid dimethyl ester (1119-43-3) → 1,6-Hexanediamine (124-09-4) + 1-amino-5-cyanopentane (2432-74-8)

Conditions	Yield
Multi-step reaction with 3 steps 1: ammonia / ethanol; water / 336 h / 20 °C 2: trichlorophosphate / Reflux 3: hydrogen; ammonia / Raney nickel / water; tetrahydrofuran / 3 h / 110 °C / 18100.7 Torr / Parr reactor View Scheme

(2Z,4E)-2,4-hexadienedioic acid (1119-73-9) → 1,6-Hexanediamine (124-09-4) + 1-amino-5-cyanopentane (2432-74-8)

Conditions	Yield
Multi-step reaction with 5 steps 1: iodine / tetrahydrofuran / 4 h / Reflux 2: sulfuric acid / 18 h / Reflux 3: ammonia / ethanol; water / 336 h / 20 °C 4: trichlorophosphate / Reflux 5: hydrogen; ammonia / Raney nickel / water; tetrahydrofuran / 3 h / 110 °C / 18100.7 Torr / Parr reactor View Scheme

hexa-2c,4ξ-dienedioic acid dimethyl ester (692-91-1, 692-92-2, 1119-43-3, 1733-37-5) → 1,6-Hexanediamine (124-09-4) + 1-amino-5-cyanopentane (2432-74-8)

Conditions	Yield
Multi-step reaction with 4 steps 1: iodine / methanol / 60 h / Reflux 2: ammonia / ethanol; water / 336 h / 20 °C 3: trichlorophosphate / Reflux 4: hydrogen; ammonia / Raney nickel / water; tetrahydrofuran / 3 h / 110 °C / 18100.7 Torr / Parr reactor View Scheme

hexa-2t,4t-dienediamide (5867-86-7) → 1,6-Hexanediamine (124-09-4) + 1-amino-5-cyanopentane (2432-74-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: trichlorophosphate / Reflux 2: hydrogen; ammonia / Raney nickel / water; tetrahydrofuran / 3 h / 110 °C / 18100.7 Torr / Parr reactor View Scheme

hexanedinitrile (111-69-3) → hexamethylene imine (111-49-9) + 1,6-Hexanediamine (124-09-4) + di(5-cyanopentyl)-amine + 1-amino-5-cyanopentane (2432-74-8) + 1,8,15-triazapentadecane (143-23-7)

Conditions	Yield
With 1-butyl-3-methylimidazolium hydroxide; hydrogen In ethanol at 349.84℃; under 15001.5 Torr; for 6h; Reagent/catalyst; Temperature; Pressure; Time; Flow reactor; Sealed tube; Inert atmosphere; Ionic liquid;

1-amino-5-cyanopentane (2432-74-8) → caprolactam (105-60-2)

Conditions	Yield
	99.1%
	99%
	98.9%

1-amino-5-cyanopentane (2432-74-8) + 1-chloro-3-methoxy-benzene (2845-89-8) → 6-((3-methoxyphenyl)amino)hexanenitrile (1538625-23-8)

Conditions	Yield
With (2,2′-bis(biphenylphosphino)-1,1′-binaphthalene)Ni(η2-NC-Ph); sodium t-butanolate In toluene at 50℃; for 24h; Inert atmosphere; Glovebox;	96%

1-amino-5-cyanopentane (2432-74-8) + Cyclohexyl isocyanate (3173-53-3) → 1-(5-cyano-pentyl)-3-cyclohexyl-urea

Conditions	Yield
In hexane at 20℃;	95%

1-amino-5-cyanopentane (2432-74-8) + 2-trimethylsilanyl-ethanesulfonyl chloride (106018-85-3) → 2-Trimethylsilanyl-ethanesulfonic acid (5-cyano-pentyl)-amide (106043-12-3)

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 0℃; for 1.75h;	94%

C12H21N3 (185350-62-3) + 1-amino-5-cyanopentane (2432-74-8) → caprolactam (105-60-2) + ethyl 6-aminohexanoate (371-34-6)

Conditions	Yield
With water; titanium(IV) oxide In ethanol at 230℃; under 60006 Torr;	A 90% B n/a

1-amino-5-cyanopentane (2432-74-8) + 2-nitrobenzyl chloride (610-14-0) → N-(5-cyanopentyl)-o-nitrobenzamide (88346-68-3)

Conditions	Yield
With triethylamine In benzene for 5h; Ambient temperature;	88%

2-chloropyridine (109-09-1) + 1-amino-5-cyanopentane (2432-74-8) → 2-(5-cyanopentylamino)nicotinonitrile

Conditions	Yield
With bis{1,1’-diphenyl-3,3’-methylenediimidazoline-2,2’-diylidene}nickel(II) dibromide; potassium tert-butylate In 1,4-dioxane at 90℃; for 4h; Catalytic behavior; Reagent/catalyst; Buchwald-Hartwig Coupling; Inert atmosphere; Schlenk technique;	88%
With C19H14N4NiO2; potassium tert-butylate In 1,4-dioxane at 90℃; for 4h; Buchwald-Hartwig Coupling; Inert atmosphere; Schlenk technique;	72%

1-amino-5-cyanopentane (2432-74-8) + 2,4,5-trichloropyrimidine (5750-76-5) → 6-(2,5-dichloropyrimidin-4-ylamino)hexanenitrile

Conditions	Yield
With triethylamine In ethanol at 70℃; for 4h;	86.7%

1-amino-5-cyanopentane (2432-74-8) + 3-chloro-5-(trifluoromethyl)pyridine (85148-26-1) → 6-((5-(trifluoromethyl)pyridin-3-yl)amino)hexanenitrile (1538625-33-0)

Conditions	Yield
With (2,2′-bis(biphenylphosphino)-1,1′-binaphthalene)Ni(η2-NC-Ph); sodium t-butanolate In toluene at 80℃; for 24h; Inert atmosphere; Glovebox;	83%

2-chloro-3-pyridinecarbonitrile (6602-54-6) + 1-amino-5-cyanopentane (2432-74-8) → 2-((5-cyanopentyl)amino)nicotinonitrile (1538625-26-1)

Conditions	Yield
With C19H14N4NiO2; potassium tert-butylate In 1,4-dioxane at 90℃; for 4h; Buchwald-Hartwig Coupling; Inert atmosphere; Schlenk technique;	80%
With (2,2′-bis(biphenylphosphino)-1,1′-binaphthalene)Ni(η2-NC-Ph); sodium t-butanolate In toluene at 80℃; for 24h; Inert atmosphere; Glovebox;	76%

2-chloropyrazin (14508-49-7) + 1-amino-5-cyanopentane (2432-74-8) → 6-(pyrazin-2-ylamino)hexanenitrile (1538625-39-6)

Conditions	Yield
With (2,2′-bis(biphenylphosphino)-1,1′-binaphthalene)Ni(η2-NC-Ph); sodium t-butanolate In toluene at 80℃; for 24h; Inert atmosphere; Glovebox;	80%

1-amino-5-cyanopentane (2432-74-8) + 3-amino-6-iodopyridazine (187973-60-0) → 6-((6-aminopyridazin-3-yl)amino)hexanenitrile

Conditions	Yield
With potassium phosphate; copper(l) iodide; 4R-4-hydroxyproline In dimethyl sulfoxide at 50℃; for 24h; Inert atmosphere;	80%

2-(m-methoxyphenyl)oxirane (32017-77-9) + 1-amino-5-cyanopentane (2432-74-8) → 6-<2-hydroxy-2-(m-methoxyphenyl)ethylamino>hexanonitrile

Conditions	Yield
In isopropyl alcohol for 22h; Heating;	77%

2-chloro-4-methoxy-pyridine (17228-69-2) + 1-amino-5-cyanopentane (2432-74-8) → 6-((4-methoxypyridin-2-yl)amino)hexanenitrile (1538625-28-3)

Conditions	Yield
With bis{1,1’-diphenyl-3,3’-methylenediimidazoline-2,2’-diylidene}nickel(II) dibromide; potassium tert-butylate In 1,4-dioxane at 90℃; for 4h; Catalytic behavior; Reagent/catalyst; Buchwald-Hartwig Coupling; Inert atmosphere; Schlenk technique;	72%
With C19H14N4NiO2; potassium tert-butylate In 1,4-dioxane at 90℃; for 4h; Buchwald-Hartwig Coupling; Inert atmosphere; Schlenk technique;	61%
With (2,2′-bis(biphenylphosphino)-1,1′-binaphthalene)Ni(η2-NC-Ph); sodium t-butanolate In toluene at 80℃; for 24h; Inert atmosphere; Glovebox;	57%

1-amino-5-cyanopentane (2432-74-8) + 6-chloro-4-phenyl-pyridazin-3-yl-amine (944468-99-9) → 6-((6-amino-5-phenylpyridazin-3-yl)amino)hexanenitrile

Conditions	Yield
With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; chloro[2-(dicyclohexylphosphino)-3 ,6-dimethoxy-2’,4’, 6’-triisopropyl- 1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); lithium hexamethyldisilazane In tetrahydrofuran at 60℃; for 0.416667h; Buchwald-Hartwig Coupling; Inert atmosphere;	70%

1-amino-5-cyanopentane (2432-74-8) + 6-carboxy-2,3,4,5,6,7-hexahydro-2-(dimethylethoxy)carbonyl-N-octyl-1H-isoindole-5-carboxamide → (5R,6S)-5-(5-Cyano-pentylcarbamoyl)-6-octylcarbamoyl-1,3,4,5,6,7-hexahydro-isoindole-2-carboxylic acid tert-butyl ester

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 25℃; for 16h;	69%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 25℃; for 16h;

1-amino-5-cyanopentane (2432-74-8) + 2-chloro-3-trifluoromethyl-pyridine (65753-47-1) → 6-((3-(trifluoromethyl)pyridin-2-yl)amino)hexanenitrile (1538625-27-2)

Conditions	Yield
With C19H14N4NiO2; potassium tert-butylate In 1,4-dioxane at 90℃; for 4h; Buchwald-Hartwig Coupling; Inert atmosphere; Schlenk technique;	68%
With (2,2′-bis(biphenylphosphino)-1,1′-binaphthalene)Ni(η2-NC-Ph); sodium t-butanolate In toluene at 80℃; for 24h; Inert atmosphere; Glovebox;	64%

3-Chloropyridine (626-60-8) + 1-amino-5-cyanopentane (2432-74-8) → 6-(pyridin-3-ylamino)hexanenitrile (1538625-30-7)

Conditions	Yield
With (2,2′-bis(biphenylphosphino)-1,1′-binaphthalene)Ni(η2-NC-Ph); sodium t-butanolate In toluene at 80℃; for 24h; Inert atmosphere; Glovebox;	67%

1-amino-5-cyanopentane (2432-74-8) + N-butyl-6-carboxy-2,3,4,5,6,7-hexahydro-2-(dimethylethoxy)carbonyl-1H-isoindole-5-carboxamide → (5R,6S)-5-Butylcarbamoyl-6-(5-cyano-pentylcarbamoyl)-1,3,4,5,6,7-hexahydro-isoindole-2-carboxylic acid tert-butyl ester

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 25℃; for 16h;	66%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 25℃; for 16h;

1-amino-5-cyanopentane (2432-74-8) + 6-carboxy-2,3,4,5,6,7-hexahydro-N-(4-methylbenzyl)-2-(dimethylethoxy)carbonyl-1H-isoindole-5-carboxamide → (5R,6S)-5-(5-Cyano-pentylcarbamoyl)-6-(4-methyl-benzylcarbamoyl)-1,3,4,5,6,7-hexahydro-isoindole-2-carboxylic acid tert-butyl ester

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 25℃; for 16h;	65%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 25℃; for 16h;

5'-[(cyclopropylamino)carbonyl]-4-{[(2,2-dimethylpropyl)amino]carbonyl}-3'-fluoro-2'-methyl-2-biphenylcarboxylic acid (913002-68-3) + 1-amino-5-cyanopentane (2432-74-8) → N2-(5-cyanopentyl)-N3'-cyclopropyl-N4-(2,2-dimethylpropyl)-5'-fluoro-6'-methyl-2,3',4-biphenyltricarboxamide

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃;	65%

1-amino-5-cyanopentane (2432-74-8) + oxalic acid diethyl ester (95-92-1) → N,N'-(bishexanenitrile) oxalamide (1032916-07-6)

Conditions	Yield
In tetrahydrofuran at 20℃; for 12h;	55%

(3,4-methylenedioxyphenyl)ethylene oxide (133789-65-8, 136235-41-1, 40288-67-3) + 1-amino-5-cyanopentane (2432-74-8) → 6-<2-hydroxy-2-(3,4-metylenedioxyphenyl)ethylamino>hexanonitrile (102104-97-2)

Conditions	Yield
In isopropyl alcohol for 22h; Heating;	54%

Upstream product

• 100-64-1 cyclohexanone-oxime 
• 7664-41-7 ammonia 
• 373-04-6 6-aminocaproic amide 
• 111-69-3 hexanedinitrile 
• 5867-86-7 hexa-2t,4t-dienediamide 
• 692-91-1 hexa-2c,4ξ-dienedioic acid dimethyl ester 
• 1119-73-9 (2Z,4E)-2,4-hexadienedioic acid 
• 1119-43-3 (E,E)-hexa-2,4-dienedioic acid dimethyl ester 
• 1119-72-8 cis,cis-Muconic acid 
• 3588-17-8 trans,trans-muconic acid 
• 5867-88-9 trans,trans-mucononitrile 
• 89488-73-3 1-azido-5-cyano-pentane 
• 71-36-3 butan-1-ol 
• 67-56-1 methanol 

Downstream Products

• 100120-83-0 6-(2,4-dinitro-anilino)-hexanenitrile 
• 124-09-4 1,6-Hexanediamine 
• 1538625-23-8 6-((3-methoxyphenyl)amino)hexanenitrile 
• 943230-40-8 6-{[5-(4-methoxyphenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]amino}hexanenitrile 
• 2797-51-5 quinoclamine 
• 111-49-9 hexamethylene imine 
• 105-60-2 caprolactam 
• 371-34-6 ethyl 6-aminohexanoate 
• 106883-81-2 6-[(N-acetyl-sulfanilyl)-amino]-hexanenitrile 
• 84145-92-6 6--capronimidsaeure 
• 1938-58-5 N,N-dimethyl-1,6-hexanediamine 
• 4383-91-9 4-azasebacic acid 
• 5136-16-3 N-(6-amino-hexyl)-adipamic acid 
• 100255-74-1 6-(2,4-dinitro-anilino)-hexanoic acid amide 

Relevant articles and documents

Method for preparing 6-aminocapronitrile

The invention provides a method for preparing 6-aminocapronitrile, which comprises the following steps: (1) respectively preheating caprolactam and ammonia gas, and introducing the preheated caprolactam and ammonia gas into a micro-channel reactor I for reaction to obtain 6-aminohexanamide; (2) carrying out gas-liquid separation on a material obtained after the reaction in the step (1) to obtain a liquid-phase material 6-aminohexanamide; and (3) preheating the 6-aminohexanamide separated in the step (2), introducing the preheated 6-aminohexanamide into a micro-channel reactor II, and simultaneously introducing a dehydrating agent to carry out a dehydration reaction, thereby obtaining the 6-aminocapronitrile. According to the method, polymerization of ammonolysis products is effectively controlled, generation of by-products is reduced, a dehydrating agent is used for a dehydration reaction under the catalyst-free condition, and the problems of catalyst coking, short catalyst service life and the like in a catalytic dehydration process are effectively avoided.

Functionalized multi-walled carbon nanotubes supported Ni-based catalysts for adiponitrile selective hydrogenation to 6-aminohexanenitrile and 1,6-hexanediamine: Switching selectivity with [Bmim]OH

Functionalized multi-walled carbon nanotubes supported nickel-based catalysts were prepared and applied in adiponitrile (ADN) hydrogenation. The characterization results show that different functional groups such as NH2– COOH– OH– on MWCNTs surface can effectively act on metal ions by electrostatic attractions and chemical interactions so as to provide nucleation sites, and N species in MWCNTs can act as active sites for Ni deposition due to the strong electronic interactions between N species and Ni so as to promote ultra-small Ni nanoparticles formation, decrease NiO reduction activation energy, increase zero-valent Ni amounts as well as Ni nanoparticles dispersion. Furthermore, the doped N increases the lewis basicity, which favors the formation of primary amine of 6-aminohexanenitrile (ACN) and 1,6-hexanediamine (HDA). Moreover, the basic ionic liquid [Bmim]OH may switch the selectivity by inhibiting nucleophilic addition of the primary amine to the α-carbon of aldimine via the stabilization of –NH2 groups in the amino-imine intermediates so as to impede by-products formation. In addition, the mechanism for ADN hydrogenation in [Bmim]OH was studied by density functional theory calculations. Under optimized conditions, it gives 97.80% total selectivity to ACN and HDA at 95.34% ADN conversion over Ni/N-MWCNTs-800 in the presence of [Bmim]OH.