Production Method 1

583-75-5

78881-21-7

Reaction Conditions

1.1 Solvents: Dimethylformamide ;  30 min, 250 °C

Reference

Synthesis of new cyano-substituted analogues of Troeger's bases from bromo-derivatives. A stereochemical dependence of long-range (nJHH, n = 4, 5, and 6) proton-proton and proton-carbon (nJCH, n = 1, 2, 3, 4, and 5) coupling constants of these compounds

Dusso, Diego; Ramirez, Cristina; Parise, Alejandro; Lanza, P.; Vera, D. Mariano; et al, Magnetic Resonance in Chemistry, 2019, 57(7), 423-454

Production Method 2

676-58-4

619-72-7

78881-21-7

Reaction Conditions

1.1 Solvents: Tetrahydrofuran
1.2 Reagents: Sodium borohydride Catalysts: Palladium Solvents: Tetrahydrofuran

Reference

One-pot chemoselective reductive alkylation of nitroarenes: a new general method of synthesis of alkylanilines

Bartoli, Giuseppe; Bosco, Marcella; Dal Pozzo, Renato; Petrini, Marino, Tetrahedron, 1987, 43(18), 4221-6

Production Method 3

96784-54-2

78881-21-7

Reaction Conditions

1.1 Reagents: Stannous chloride Solvents: Ethanol ;  2 h, reflux; rt
1.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 7, cooled

Reference

Sulfonamidopyrrolidinone Factor Xa Inhibitors: Potency and Selectivity Enhancements via P-1 and P-4 Optimization

Choi-Sledeski, Yong Mi; McGarry, Daniel G.; Green, Daniel M.; Mason, Helen J.; Becker, Michael R.; et al, Journal of Medicinal Chemistry, 1999, 42(18), 3572-3587

Production Method 4

81018-29-3

78881-21-7

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Methanol ;  8 h, reflux
1.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 7

Reference

Synthesis, insecticidal activities and SAR of novel phthalamides targeting calcium channel

Chen, Youwei; Li, Yuxin; Pan, Li; Liu, Jingbo; Wan, Yingying; et al, Bioorganic & Medicinal Chemistry, 2014, 22(22), 6366-6379

Production Method 5

96784-54-2

78881-21-7

Reaction Conditions

1.1 Reagents: Iron Solvents: Acetic acid

Reference

Imidazole moiety replacements in the 3-(1H-benzo[d]imidazol-2-yl)pyridin-2(1H)-one inhibitors of insulin-like growth factor receptor-1 (IGF-1R) to improve cytochrome P450 profile

Velaparthi, Upender; Liu, Peiying; Balasubramanian, Balu; Carboni, Joan; Attar, Ricardo; et al, Bioorganic & Medicinal Chemistry Letters, 2007, 17(11), 3072-3076

Production Method 6

13943-58-3

95-69-2

78881-21-7

Reaction Conditions

1.1 Reagents: Sodium carbonate Catalysts: Palladium trifluoroacetate ,  2-[Bis(1,1-dimethylethyl)phosphino]-1-[2-(trimethylsilyl)phenyl]-1H-pyrrole Solvents: N-Methyl-2-pyrrolidone ;  1 min, rt; 16 h, 140 °C; 140 °C → rt

Reference

Increasing the scope of palladium-catalyzed cyanations of aryl chlorides

Schareina, Thomas; Jackstell, Ralf; Schulz, Thomas; Zapf, Alexander; Cotte, Alain; et al, Advanced Synthesis & Catalysis, 2009, 351(4), 643-648

Production Method 7

13943-58-3

95-69-2

78881-21-7

Reaction Conditions

1.1 Reagents: Sodium carbonate Catalysts: Palladium diacetate ,  2162103-20-8 Solvents: N-Methyl-2-pyrrolidone ;  16 h, 140 °C

Reference

Pd-Catalyzed Cyanation of (Hetero)Aryl Halides by Using Biphosphine Ligands

Zhang, Shaoke; Neumann, Helfried; Beller, Matthias, Chemistry - A European Journal, 2018, 24(1), 67-70

4-Amino-3-methylbenzonitrile Raw materials

• 3-Methyl-4-nitrobenzonitrile
• Potassium hexacyanoferrate
• 4-Chloro-2-methylaniline
• Methylmagnesium Chloride (3M in THF)
• 4-bromo-2-methyl-aniline
• N-(4-cyano-2-methylphenyl)acetamide
• p-Nitrobenzonitrile

4-Amino-3-methylbenzonitrile Preparation Products

• 4-Amino-3-methylbenzonitrile (78881-21-7)

• 1. An approach to biodegradable star polymeric architectures using disulfide coupling?
  Jingquan Liu,Huiyun Liu,Zhongfan Jia,Volga Bulmus,Thomas P. Davis Chem. Commun., 2008, 6582-6584
• 2. Acentric and chiral heterometallic inorganic–organic hybrid frameworks mediated by alkali or alkaline earth ions: synthesis and NLO properties
  Huabin Zhang,Shaowu Du CrystEngComm, 2014,16, 4059-4068
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• 4. An artificial enzyme cascade amplification strategy for highly sensitive and specific detection of breast cancer-derived exosomes?
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• 5. An insight into the role of side chains in the microstructure and carrier mobility of high-performance conjugated polymers?
  Jianyao Huang,Dong Gao,Zhihui Chen,Weifeng Zhang Polym. Chem., 2021,12, 2471-2480

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzonitriles
• Solvents and Organic Chemicals Organic Compounds cyanides/Cyanides

• 1885-29-6(Anthranilonitrile)
• 74896-24-5(4-Amino-3,5-dimethylbenzonitrile)
• 5925-93-9(2-Amino-5-methylbenzonitrile)
• 146351-93-1(Benzonitrile,2-amino-3,5-dimethyl-)
• 63069-52-3(2-Aminoisophthalonitrile)
• 79780-64-6(1,3-Benzenedicarbonitrile, 2,4-diamino-)
• 326591-56-4(1,3-Benzenedicarbonitrile, 4,6-diamino-, radical ion(2+) (9CI))
• 60710-80-7(3-Amino-4-methylbenzonitrile)
• 26830-96-6(2-Amino-4-methylbenzonitrile)
• 14346-13-5(2,5-Diaminobenzonitrile)