Production Method 1

13504-46-6

86-53-3

Reaction Conditions

1.1 Reagents: Thionyl chloride Solvents: Benzene ;  reflux

Reference

Design and synthesis of low molecular weight compounds with complement inhibition activity

Master, Hoshang E.; et al, Bioorganic & Medicinal Chemistry, 2005, 13(16), 4891-4899

Production Method 2

13504-46-6

86-53-3

Reaction Conditions

1.1 Catalysts: Rhenium hydroxide oxide (Re(OH)O3), (T-4)- Solvents: Toluene ,  Water ;  1 h, reflux
1.2 Reagents: Sodium bicarbonate Solvents: Water ;  10 h, rt

Reference

Rhenium(VII) oxo complexes as extremely active catalysts in the dehydration of primary amides and aldoximes to nitriles

Ishihara, Kazuaki; et al, Angewandte Chemie, 2002, 41(16), 2983-2986

Production Method 3

90-14-2

86-53-3

Reaction Conditions

1.1 Reagents: Cuprous iodide Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran

Reference

Cooperative Catalyst Effects in Palladium-Mediated Cyanation Reactions of Aryl Halides and Triflates

Anderson, Benjamin A.; et al, Journal of Organic Chemistry, 1998, 63(23), 8224-8228

Production Method 4

20300-10-1

86-53-3

Reaction Conditions

1.1 Reagents: Triethylamine ,  Triphenylbismuth dichloride Solvents: Dichloromethane ;  15 min, rt

Reference

Triphenylbismuth Dichloride-Mediated Conversion of Thioamides to Nitriles

Gopi, Elumalai; et al, European Journal of Organic Chemistry, 2019, 2019(25), 4043-4045

Production Method 5

66-77-3

86-53-3

Reaction Conditions

1.1 Reagents: Hydroxyamine hydrochloride Solvents: N-Methyl-2-pyrrolidone

Reference

One-pot synthesis of nitriles from aldehydes under microwave irradiation: influence of the medium and mode of microwave irradiation on product formation

Chakraborti, Asit K.; et al, Tetrahedron, 1999, 55(46), 13265-13268

Production Method 6

90-11-9

86-53-3

Reaction Conditions

1.1 Catalysts: Tetrakis(triphenylphosphine)palladium

Reference

Alumina assisted aryl cyanation

Dalton, James R.; et al, Journal of Organic Chemistry, 1979, 44(24), 4443-4

Production Method 7

118-31-0

86-53-3

Reaction Conditions

1.1 Reagents: Oxygen Catalysts: 4-(Dimethylamino)pyridine ,  Cuprous iodide ,  9-Azabicyclo[3.3.1]non-9-yloxy ,  4,4′-Bis(1,1-dimethylethyl)-2,2′-bipyridine Solvents: Acetonitrile ;  15 h, rt

Reference

Cu/Nitroxyl-Catalyzed Aerobic Oxidation of Primary Amines into Nitriles at Room Temperature

Kim, Jinho; et al, ACS Catalysis, 2013, 3(7), 1652-1656

Production Method 8

13746-66-2

90-11-9

86-53-3

Reaction Conditions

1.1 Reagents: Trisodium phosphate Catalysts: Palladium ,  2H-Azepin-2-one, 1-ethenylhexahydro-, polymer with 1-ethenyl-1H-imidazole Solvents: Dimethylformamide ;  rt; 11 h, 120 °C

Reference

Palladium nanoparticles stabilized by a copolymer of N-vinylimidazole with N-vinylcaprolactam as efficient recyclable catalyst of aromatic cyanation

Beletskaya, I. P.; et al, Russian Journal of Organic Chemistry, 2010, 46(2), 157-161

Production Method 9

2243-81-4

86-53-3

Reaction Conditions

1.1 Reagents: N-Methyl-N-(trimethylsilyl)trifluoroacetamide Catalysts: Zinc triflate Solvents: Toluene ;  24 h, 70 °C

Reference

An Efficient Zinc-Catalyzed Dehydration of Primary Amides to Nitriles

Enthaler, Stephan; et al, Chemistry - An Asian Journal, 2012, 7(1), 169-175

Production Method 10

2243-81-4

86-53-3

Reaction Conditions

1.1 Reagents: N-Methyl-N-(trimethylsilyl)trifluoroacetamide Catalysts: Uranyl nitrate hexahydrate Solvents: 1,2-Dimethoxyethane ;  24 h, 100 °C

Reference

Straightforward Uranium-Catalyzed Dehydration of Primary Amides to Nitriles

Enthaler, Stephan, Chemistry - A European Journal, 2011, 17(34), 9316-9319

Production Method 11

13943-58-3

90-11-9

86-53-3

Reaction Conditions

1.1 Reagents: Tripotassium phosphate Catalysts: Palladium diacetate ,  1,1′-(9,10-Dihydro-9,10[1′,2′]-benzenoanthracene-1,8-diyl)bis[1,1-bis(1-methylet… Solvents: Dimethylformamide ;  5 - 10 min, rt
1.2 24 h, 90 °C

Reference

Novel Trans-Spanned Palladium Complexes as Efficient Catalysts in Mild and Amine-Free Cyanation of Aryl Bromides under Air

Grossman, Olga; et al, Organic Letters, 2006, 8(6), 1189-1191

Production Method 12

13943-58-3

90-11-9

86-53-3

Reaction Conditions

1.1 Catalysts: Palladium diacetate ,  1-(Diphenylphosphino)-1′-[[[(phenylamino)carbonyl]amino]methyl]ferrocene Solvents: Dichloromethane ;  5 min, rt
1.2 Reagents: Sodium carbonate Solvents: 1,4-Dioxane ,  Water ;  24 h, 100 °C

Reference

Phosphinoferrocene Ureas: Synthesis, Structural Characterization, and Catalytic Use in Palladium-Catalyzed Cyanation of Aryl Bromides

Skoch, Karel; et al, Organometallics, 2015, 34(10), 1942-1956

Production Method 13

226931-26-6

86-53-3

Reaction Conditions

1.1 Reagents: Diisobutylaluminum hydride Solvents: Tetrahydrofuran ,  Hexane ;  -78 °C; 1.5 h, -78 °C
1.2 Reagents: Iodine ,  Ammonia Solvents: Water ;  0 °C; 2 h, rt
1.3 Reagents: Sodium sulfite Solvents: Water ;  rt

Reference

Direct transformation of N,N-disubstituted amides and isopropyl esters to nitriles

Suzuki, Yusuke; et al, Tetrahedron, 2011, 67(21), 3809-3814

Production Method 14

226931-26-6

86-53-3

Reaction Conditions

1.1 Reagents: Diisobutylaluminum hydride Solvents: Tetrahydrofuran ;  -30 °C; 2 h, rt
1.2 Reagents: Ammonium chloride Solvents: Tetrahydrofuran ;  rt
2.1 Reagents: Ammonium hydroxide ,  Iodine Solvents: Tetrahydrofuran ;  12 h, rt

Reference

Synthesis, Anticancer and Antimicrobial Screening of New Naphthalenyl-Thiazole and Quinolinyl-Thiazole

Walunj, Yogesh; et al, Polycyclic Aromatic Compounds, 2022, 42(10), 6891-6907

Production Method 15

51873-97-3

86-53-3

Reaction Conditions

1.1 Reagents: Triethylamine ,  Sulfuryl chloride fluoride Solvents: Dichloromethane

Reference

The Beckmann reactions: rearrangements, elimination-additions, fragmentations, and rearrangement-cyclizations

Gawley, Robert E., Organic Reactions (Hoboken, 1988, 35,

Production Method 16

90-11-9

86-53-3

Reaction Conditions

1.1 Catalysts: Tributyltin chloride ,  Tri-tert-butylphosphine ,  Tris(dibenzylideneacetone)dipalladium Solvents: Acetonitrile ,  Hexane ,  Heptane ;  0.5 h, rt; 17 h, 80 °C

Reference

Palladium-Catalyzed Cyanation of Aryl Bromides Promoted by Low-Level Organotin Compounds

Yang, Chunhua; et al, Organic Letters, 2004, 6(17), 2837-2840

Production Method 17

68716-52-9

86-53-3

Reaction Conditions

1.1 Reagents: Acetic acid ,  Cupric nitrate ,  Oxygen ,  Ammonium iodide Solvents: Dimethylformamide ;  18 h, 130 °C

Reference

Copper-Mediated Sequential Cyanation of Aryl C-B and Arene C-H Bonds Using Ammonium Iodide and DMF

Kim, Jinho; et al, Journal of the American Chemical Society, 2012, 134(5), 2528-2531

Production Method 18

13504-46-6

86-53-3

Reaction Conditions

1.1 Reagents: Oxygen Catalysts: Benzeneseleninic acid Solvents: Acetonitrile ;  4 h, 65 °C

Reference

Dehydration of Aldoximes Using PhSe(O)OH as the Pre-Catalyst in Air

Zhang, Xu; et al, Organic Letters, 2015, 17(23), 5840-5842

Production Method 19

20300-10-1

86-53-3

Reaction Conditions

1.1 Reagents: Sodium hydroxide ,  Oxygen Catalysts: Gold (carbon nanotube-supported) Solvents: Tetrahydrofuran ;  3 h, rt

Reference

Catalytic Dehydrosulfurization of Thioamides to Nitriles by Gold Nanoparticles Supported on Carbon Nanotubes

Gopi, Elumalai ; et al, ChemCatChem, 2019, 11(23), 5758-5761

Production Method 20

20300-10-1

86-53-3

Reaction Conditions

1.1 Reagents: N-Methyl-N-(trimethylsilyl)trifluoroacetamide Catalysts: Indium triflate Solvents: Toluene ;  rt; 3 h, reflux

Reference

Dehydrosulfurization of aromatic thioamides to nitriles using indium [III] triflate

Mineno, Tomoko; et al, International Journal of Organic Chemistry, 2014, 4(3), 169-173

Production Method 21

66-77-3

86-53-3

Reaction Conditions

1.1 Reagents: Ammonium carbonate ,  Oxygen Catalysts: Carbon Solvents: Dimethyl sulfoxide ;  8 h, 120 °C

Reference

Highly dispersed Co species in N-doped carbon enhanced the aldehydes ammoxidation reaction activity

Pan, Liuming; et al, Molecular Catalysis, 2022, 518,

Production Method 22

66-77-3

86-53-3

Reaction Conditions

1.1 Reagents: Sodium carbonate ,  Hydroxyamine hydrochloride Solvents: Dimethyl sulfoxide ;  30 - 60 min, rt
1.2 Reagents: Sulfonyl fluoride ;  12 h, rt

Reference

Cascade Process for Direct Transformation of Aldehydes (RCHO) to Nitriles (RCN) Using Inorganic Reagents NH2OH/Na2CO3/SO2F2 in DMSO

Fang, Wan-Yin; et al, Journal of Organic Chemistry, 2019, 84(9), 5803-5812

Production Method 23

90-11-9

86-53-3

Reaction Conditions

1.1 Reagents: Magnesium ,  Lithium chloride Solvents: Tetrahydrofuran ;  rt; 15 - 30 min, rt
2.1 Solvents: Tetrahydrofuran ;  45 min, 0 °C; 1.5 h, 0 °C
2.2 Reagents: Ammonium chloride Solvents: Water

Reference

A Convenient Synthesis of Benzonitriles via Electrophilic Cyanation with N-Cyanobenzimidazole

Anbarasan, Pazhamalai; et al, Chemistry - A European Journal, 2010, 16(16), 4725-4728

Production Method 24

118-31-0

86-53-3

Reaction Conditions

1.1 Reagents: Cesium carbonate Catalysts: 2506117-64-0 Solvents: Dimethylformamide ;  24 - 36 h, 100 °C

Reference

Acceptorless dehydrogenation of amines to nitriles catalyzed by N-heterocyclic carbene-nitrogen-phosphine chelated bimetallic ruthenium (II) complex

Nie, Xufeng ; et al, Journal of Catalysis, 2020, 391, 378-385

Production Method 25

13746-66-2

90-11-9

86-53-3

Reaction Conditions

1.1 Reagents: Sodium carbonate Catalysts: Di-μ-chlorobis[2-[1-[(4-methylphenyl)imino-κN]ethyl]ferrocenyl-κC]dipalladium ;  rt
1.2 Solvents: Dimethylacetamide ;  3 h, 120 °C; 120 °C → rt

Reference

Palladium-catalyzed cyanation of aryl bromides with potassium hexacyanoferrate (II)

Cheng, Yi-nan; et al, Letters in Organic Chemistry, 2007, 4(5), 352-356

Production Method 26

2243-81-4

86-53-3

Reaction Conditions

1.1 Reagents: 1,1′-(1,2-Ethanediyl)bis[1,1-dimethylsilane] Catalysts: Ruthenium, [μ3-[(1,2,2a,8a,8b-η:3,4-η:5,5a,6-η)-acenaphthylene]]-μ-carbonylhexac… Solvents: 1,2-Dimethoxyethane ;  20 h, 80 °C
1.2 Reagents: Sodium bicarbonate Solvents: Diethyl ether ,  Water ;  30 min, rt

Reference

Hydrosilanes are not always reducing agents for carbonyl compounds but can also induce dehydration: a ruthenium-catalyzed conversion of primary amides to nitriles

Hanada, Shiori; et al, European Journal of Organic Chemistry, 2008, (24), 4097-4100

Production Method 27

4780-79-4

86-53-3

Reaction Conditions

1.1 Reagents: tert-Butyl hypochlorite Catalysts: Tempo Solvents: Dichloromethane ;  1 h, rt
1.2 Reagents: Iodine ,  Ammonia Solvents: Water ;  3 h, rt

Reference

Simple one-pot conversion of alcohols into nitriles

Shimojo, Hiroyuki; et al, Synthesis, 2013, 45(15), 2155-2164

Production Method 28

90-14-2

86-53-3

Reaction Conditions

Reference

Sodium cyanide

Wilson, Timothy E.; et al, e-EROS Encyclopedia of Reagents for Organic Synthesis, 2001, 1, 1-2

Production Method 29

51873-97-3

86-53-3

Reaction Conditions

1.1 Catalysts: Perrhenic acid Solvents: Toluene ,  Water ;  1 h, reflux

Reference

Perrhenic acid-catalyzed dehydration from primary amides, aldoximes, N-monoacylureas, and α-substituted ketoximes to nitrile compounds

Furuya, Yoshiro; et al, Bulletin of the Chemical Society of Japan, 2007, 80(2), 400-406

Production Method 30

59670-84-7

86-53-3

Reaction Conditions

1.1 Reagents: Hydrogen peroxide Catalysts: 2H-1,3,2-Benzothiaselenazole, 2-phenyl-, 1,1-dioxide Solvents: tert-Butanol ,  Water ;  5 h, 65 °C

Reference

The reactions of 2-(bromoseleno)benzenesulfonyl chloride with primary amines toward 2,2'-diselenobis(benzenesulfonamides) and 1,3,2-benzothiaselenazole 1,1-dioxides: New oxygen-transfer agents, antimicrobials and virucides

Potaczek, P.; et al, Polish Journal of Chemistry, 2004, 78(5), 687-697

Production Method 31

90-11-9

86-53-3

Reaction Conditions

1.1 Reagents: Cuprous iodide Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran

Reference

Cooperative Catalyst Effects in Palladium-Mediated Cyanation Reactions of Aryl Halides and Triflates

Anderson, Benjamin A.; et al, Journal of Organic Chemistry, 1998, 63(23), 8224-8228

Production Method 32

90-11-9

86-53-3

Reaction Conditions

1.1 Catalysts: N,N′-Dimethylethylenediamine ,  Potassium iodide ,  Cuprous iodide Solvents: Toluene ;  24 h, 130 °C; 130 °C → rt
1.2 Reagents: Ammonia Solvents: Water
1.3 Solvents: Ethyl acetate

Reference

Copper-Catalyzed Domino Halide Exchange-Cyanation of Aryl Bromides

Zanon, Jacopo; et al, Journal of the American Chemical Society, 2003, 125(10), 2890-2891

Production Method 33

14459-95-1

86-53-3

Reaction Conditions

1.1 Reagents: Sodium carbonate Solvents: N-Methyl-2-pyrrolidone ;  16 h, 140 °C

Reference

Cyanation of aryl chlorides with potassium hexacyanoferrate(II) catalyzed by cyclopalladated ferrocenylimine tricyclohexylphosphine complexes

Cheng, Yi-nan; et al, Synlett, 2007, (4), 543-546

Production Method 34

17938-06-6

86-53-3

Reaction Conditions

1.1 Reagents: Oxygen ,  Potassium fluoride Catalysts: Cupric nitrate ;  rt
1.2 Reagents: Ammonium iodide Solvents: Dimethylformamide ;  25 h, 140 °C; 140 °C → rt
1.3 Reagents: Ammonia Solvents: Ethyl acetate ,  Water ;  rt

Reference

Copper-Mediated Transformation of Organosilanes to Nitriles with DMF and Ammonium Iodide

Wang, Zhen; et al, Organic Letters, 2013, 15(8), 1990-1993

Production Method 35

57-13-6

86-53-3

Reaction Conditions

1.1 Reagents: Phenylsilane ,  Zinc ,  Potassium fluoride Catalysts: Bis(acetylacetonato)nickel ,  Triphos Solvents: N-Methyl-2-pyrrolidone ;  20 h, 1 atm, 120 °C

Reference

Reductive cyanation of organic chlorides using CO2 and NH3 via Triphos-Ni(I) species

Dong, Yanan; et al, Nature Communications, 2020, 11(1),

1-Cyanonaphthalene Raw materials

• 1-(Aminomethyl)naphthalene
• Potassium Ferrocyanide Trihydrate
• 1-Naphthamide
• 1-Naphthalenecarboxaldehyde,oxime
• 1-Naphthalenecarboxaldehyde,2,2-dimethylhydrazone
• Triethoxy(naphthalen-1-yl)silane
• Urea
• Potassium hexacyanoferrate
• naphthalene-1-carbaldehyde
• Naphthalene-1-boronic Acid Pinacol Ester
• 1-Naphthalenecarboxamide, N-methoxy-N-methyl-
• Potassium Hexacyanoferrate(III)
• 1-Naphthalenemethanol
• 1-Iodonaphthalene
• 1-Naphthaldehyde oxime
• naphthalene-1-carbothioamide
• 1-Bromonaphthalene

1-Cyanonaphthalene Preparation Products

• 1-Cyanonaphthalene (86-53-3)

• 1. Emulsion soft templating of carbide-derived carbon nanospheres with controllable porosity for capacitive electrochemical energy storage?
  M. Zeiger,N. J?ckel,P. Strubel,L. Borchardt,R. Reinhold,W. Nickel,J. Eckert,V. Presser,S. Kaskel J. Mater. Chem. A, 2015,3, 17983-17990
• 2. Evolution of hierarchical porous structures in supramolecular guest–host hydrogels?
  Christopher B. Rodell,Christopher B. Highley,Minna H. Chen,Neville N. Dusaj,Chao Wang,Lin Han,Jason A. Burdick Soft Matter, 2016,12, 7839-7847
• 3. Excimer formation effects and trap-assisted charge recombination loss channels in organic solar cells of perylene diimide dimer acceptors?
  Min Kim,Jae-Joon Lee,Tengling Ye,Panagiotis E. Keivanidis,Kilwon Cho J. Mater. Chem. C, 2020,8, 1686-1696
• 4. Exchanged ligands on the surface of a giant cluster: [(MoO3)176(H2O)63(CH3OH)17Hn](32 – n)–
  Chem. Commun., 1998, 1501-1502
• 5. Emerging 2D hybrid nanomaterials: towards enhanced sensitive and selective conductometric gas sensors at room temperature
  Hanie Hashtroudi,Ian D. R. Mackinnon J. Mater. Chem. C, 2020,8, 13108-13126

• Solvents and Organic Chemicals Organic Compounds Benzenoids Naphthalenes Naphthalenes
• Solvents and Organic Chemicals Organic Compounds Benzenoids Naphthalenes
• Solvents and Organic Chemicals Organic Compounds cyanides/Cyanides

• 1210-12-4(9-Anthracenecarbonitrile)
• 613-46-7(naphthalene-2-carbonitrile)
• 1217-45-4(DCA)
• 36062-93-8(4-Methylnaphthalene-1-carbonitrile)
• 3029-30-9(1,4-Dicyanonaphthalene)
• 2510-55-6(9-Cyanophenanthrene)
• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
• 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)