Production Method 1

150-78-7

89-39-4

Reaction Conditions

1.1 Reagents: Methanesulfonic anhydride ,  Phosphonium, triphenyl(phenylmethyl)-, nitrate (1:1) ;  5 min, rt

Reference

A fast and mild method for nitration of aromatic rings

Hajipour, Abdol R.; Ruoho, Arnold E., Phosphorus, 2004, 179(2), 221-226

Production Method 2

150-78-7

89-39-4

Reaction Conditions

1.1 Reagents: Sodium nitrite ,  Selectfluor Solvents: Acetonitrile

Reference

Novel process for generating useful electrophiles from common anions using Selectfluor fluorination agent

Syvret, Robert G.; Butt, Kathleen M.; Nguyen, Tung P.; Bulleck, Victoria L.; Rieth, Ryan D., Journal of Organic Chemistry, 2002, 67(13), 4487-4493

Production Method 3

150-78-7

89-39-4

Reaction Conditions

1.1 Reagents: Nitric acid Solvents: Acetic acid ,  Water

Reference

Phenoxyquinones. II. The diphenoxyquinones

Ungnade, Herbert E.; Zilch, Karl T., Journal of Organic Chemistry, 1951, 16, 64-9

Production Method 4

150-78-7

89-39-4

Reaction Conditions

1.1 Reagents: Nitrogen dioxide Solvents: Dichloromethane

Reference

A mild one-pot procedure for the polynitration of activated arenes. Convenient preparation of dinitro- and trinitrodialkoxybenzenes

Nose, Masatoshi; Suzuki, Hitomi, Synthesis, 2000, (11), 1539-1542

Production Method 5

150-78-7

89-39-4

Reaction Conditions

1.1 Reagents: Nitric acid Solvents: Acetic acid ,  Dichloromethane ;  2 h, 0 °C

Reference

Hydrogen bonded arylamide-linked cholesteryl dimesogenic liquid crystals: a study of the length and side chain effects

Wang, Gui-Tao; Zhao, Xin; Li, Zhan-Ting, Tetrahedron, 2011, 67(1), 48-57

Production Method 6

150-78-7

89-39-4

Reaction Conditions

1.1 Reagents: Cupric nitrate ;  30 min, 70 - 80 °C

Reference

Zeolite H-Y-supported copper(II) nitrate. A simple and effective solid-supported reagent for nitration of phenols and their derivatives

Lalitha, A.; Sivakumar, K., Synthetic Communications, 2008, 38(11), 1745-1752

Production Method 7

150-78-7

89-39-4

Reaction Conditions

1.1 Reagents: Phosphorus pentoxide ,  Silica ;  30 s, rt
1.2 Reagents: Nitric acid ;  3 min, rt

Reference

Nitric acid in the presence of P2O5 supported on silica gel - a useful reagent for nitration of aromatic compounds under solvent-free conditions

Hajipour, Abdol Reza; Ruoho, Arnold E., Tetrahedron Letters, 2005, 46(48), 8307-8310

Production Method 8

150-78-7

89-39-4

Reaction Conditions

1.1 Reagents: Manganese oxide (MnO2) ,  Nitric acid Solvents: Diethyl ether

Reference

Studies on quinones. Part 16. An improved method for releasing quinones from hydroquinone dimethyl ethers with acid-impregnated manganese dioxide under ultrasonic irradiation

Araya, Ramiro; Tapia, Ricardo; Valderrama, Jaime A., Journal of Chemical Research, 1987, (3), 84-5

Production Method 9

150-78-7

89-39-4

Reaction Conditions

1.1 Solvents: Acetonitrile

Reference

Aromatic nitration with ion radical pairs [ArH·+,NO2·] as reactive intermediates. Time-resolved studies of charge-transfer activation of dialkoxybenzenes

Sankararaman, S.; Haney, W. A.; Kochi, Jay K., Journal of the American Chemical Society, 1987, 109(17), 5235-49

Production Method 10

150-78-7

89-39-4

Reaction Conditions

1.1 Reagents: Chlorotrimethylsilane ,  Guanidine nitrate Catalysts: Copper sulfate Solvents: Acetonitrile ;  4 h, rt

Reference

Acid-Free Copper-Catalyzed Electrophilic Nitration of Electron-Rich Arenes with Guanidine Nitrate

Li, Wen-Pei; Cheng, Guo; Li, Si-Yuan; Lin, Cheng-Zhou; Guan, Xiao-Yu; et al, Journal of Organic Chemistry, 2022, 87(5), 3834-3840

Production Method 11

150-78-7

89-39-4

Reaction Conditions

1.1 Reagents: tert-Butyl nitrite Solvents: Dichloromethane ;  6 h, rt

Reference

Metal-free Transformations of Nitrogen-Oxyanions to Ammonia via Oxoammonium Salt

Sahana, Tuhin ; Mondal, Aditesh ; Anju, Balakrishnan S. ; Kundu, Subrata, Angewandte Chemie, 2021, 60(38), 20661-20665

Production Method 12

150-78-7

89-39-4

Reaction Conditions

1.1 Reagents: Oxygen ,  2407717-84-2 ;  2 h, 25 °C

Reference

3-(Ethoxycarbonyl)-1-(5-methyl-5-(nitrosooxy)hexyl)pyridin-1-ium cation: A green alternative to tert-butyl nitrite for synthesis of nitro-group-containing arenes and drugs at room temperature

Natarajan, Palani; Chaudhary, Renu; Rani, Neetu; Sakshi; Venugopalan, Paloth, Tetrahedron Letters, 2020, 61(9),

Production Method 13

150-78-7

89-39-4

Reaction Conditions

1.1 Reagents: Ferric nitrate Solvents: Acetonitrile ;  10 min, rt; 40 min, rt

Reference

Electron-Driven Nitration of Unsaturated Hydrocarbons

Patra, Subrata ; Mosiagin, Ivan; Giri, Rahul ; Nauser, Thomas; Katayev, Dmitry, Angewandte Chemie, 2023, 62(28),

Production Method 14

150-78-7

89-39-4

Reaction Conditions

1.1 Reagents: Nitric acid

Reference

Azo pigment derivatives of 4-(alkylaminosulfonyl)-2,5-dimethoxyaniline

Sebe, Ion; Floru, Lucian; Ionescu, Dumitru; Vladescu, Constantin, Revistade Chimie (Bucharest, 1983, 34(5), 398-402

Production Method 15

150-78-7

89-39-4

Reaction Conditions

1.1 Reagents: Nitric acid, ammonium cerium(3+) salt (5:2:1), tetrahydrate Solvents: Acetic anhydride ;  14 h, 25 °C

Reference

A mild and efficient method for the mononitration of aromatic compounds by cerium(III) ammonium nitrate in acetic anhydride

Tanemura, Kiyoshi; Suzuki, Tsuneo; Nishida, Yoko; Satsumabayashi, Koko; Horaguchi, Takaaki, Journal of Chemical Research, 2003, (8), 497-499

Production Method 16

150-78-7

89-39-4

Reaction Conditions

1.1 Reagents: Cupric nitrate Solvents: Diethyl ether ,  Acetic anhydride

Reference

The nitration of electron-rich aromatics

Dwyer, C. L.; Holzapfel, C. W., Tetrahedron, 1998, 54(27), 7843-7848

Production Method 17

150-78-7

89-39-4

Reaction Conditions

1.1 Reagents: Nitric acid Solvents: Water

Reference

Improved technology for synthesis of 2,5-dimethoxybenzenamine

Cai, Chun; Lu, Chunxu, Ranliao Gongye, 2000, 37(2), 14-15

1,4-Dimethoxy-2-nitrobenzene Raw materials

• 1,4-Dimethoxybenzene

1,4-Dimethoxy-2-nitrobenzene Preparation Products

• 1,4-Dimethoxy-2-nitrobenzene (89-39-4)

• 1. Evolution and characterization of a benzylguanine-binding RNA aptamer?
  J. Xu,T. J. Carrocci,A. A. Hoskins Chem. Commun., 2016,52, 549-552
• 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. Excess electrons in lithium–ethylamine solutions—density, electrical conductivity and EPR studies
  Phys. Chem. Chem. Phys., 1999,1, 3561-3565
• 4. Emulsion technologies for multicellular tumour spheroid radiation assays?
  Kay S. McMillan,Anthony G. McCluskey,Annette Sorensen,Marie Boyd,Michele Zagnoni Analyst, 2016,141, 100-110
• 5. Fe3O4 nanosphere@microporous organic networks: enhanced anode performances in lithium ion batteries through carbonization?
  Byungho Lim,Jaewon Jin,Jin Yoo,Seung Yong Han,Kyeongyeol Kim,Sungah Kang,Nojin Park,Sang Moon Lee,Hae Jin Kim,Seung Uk Son Chem. Commun., 2014,50, 7723-7726

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Nitrobenzenes Nitrophenyl ethers

• 6313-37-7(2,5-Dimethoxy-4-nitroaniline)
• 29191-53-5(Benzene, methoxynitro-)
• 654059-77-5(Benzenamine, 3-(3-amino-5-nitrophenoxy)-4-nitro-)
• 654059-76-4(Benzenamine, 3,3'-oxybis[4-nitro-)
• 56741-29-8(Benzenamine, 2,5-dimethoxy-3-nitro-)
• 3962-77-4(2,5-Dinitroanisole)
• 2363-31-7(Benzenamine,3-(2,4-dinitrophenoxy)-)
• 1568-70-3(4-Methoxy-2-nitrophenol)
• 2548-97-2(Benzene,2,4-dinitro-1-(3-nitrophenoxy)-)
• 15174-02-4(4-Methoxy-3-nitrophenol)