Production Method 1

874-17-9

Reaction Conditions

1.1 Reagents: Pyridinium, 1-bromo-4-(dimethylamino)-, bromide (1:1) Solvents: Water ;  20 min, rt

Reference

[DMAPBr]+Br-; A New Specific Electrophilic Bromine Transfer Reagent for Highly Ring Activated Aromatic Compounds in Water

Thangalipalli, Swathi; Neella, Chandra Kiran, Organic Preparations and Procedures International, 2023, 55(2), 167-183

Production Method 2

874-17-9

Reaction Conditions

1.1 Reagents: Calcium carbonate Solvents: Methanol ,  Dichloromethane

Reference

Halogenation using quaternary ammonium polyhalides. VI. Bromination of aromatic amines by use of benzyltrimethylammonium tribromide

Kajigaeshi, Shoji; Kakinami, Takaaki; Inoue, Kazuhisa; Kondo, Manabu; Nakamura, Hiroko; et al, Bulletin of the Chemical Society of Japan, 1988, 61(2), 597-9

Production Method 3

873-38-1

874-17-9

Reaction Conditions

1.1 Reagents: Bromine Solvents: Carbon tetrachloride ;  20 - 25 °C; 1 h, rt

Reference

Effect of structural factors and solvent nature in bromination of anilines

Bagmanov, B. T., Russian Journal of Applied Chemistry, 2009, 82(9), 1570-1576

Production Method 4

874-17-9

Reaction Conditions

1.1 Reagents: Pyrimido[1,2-a]azepinium, 1-bromo-2,3,4,6,7,8,9,10-octahydro-, bromide (1:1) Solvents: Water ;  30 min, rt

Reference

A thermo-regulated highly regioselective mono and dihalogenations of phenols and anilines in water employing new Lewis base adducts (LBAs) [DBUBr]+Br- and [DBUI]+I- as green reagents: a simple approach

Gavinolla, Vijayalaxmi; Thangalipalli, Swathi; Bandalla, Siddarama Goud; Panduga, Ramaraju; Neella, Chandra Kiran, New Journal of Chemistry, 2023, 47(45), 20777-20784

Production Method 5

874-17-9

Reaction Conditions

1.1 Catalysts: Graphene (oxide) Solvents: Water ;  rt
1.2 Reagents: Bromine ,  Oxygen ;  rt; 30 min, rt

Reference

Graphene Oxide Promoted Oxidative Bromination of Anilines and Phenols in Water

Ghorpade, Prashant Vasantrao; Pethsangave, Dattatray Appasha; Some, Surajit ; Shankarling, Ganapati Subray, Journal of Organic Chemistry, 2018, 83(14), 7388-7397

Production Method 6

874-17-9

Reaction Conditions

1.1 Reagents: Hydrogen bromide ,  1877235-95-4 Solvents: Acetonitrile ;  60 min, rt

Reference

1,1,2,2-Tetrahydroperoxy-1,2-diphenylethane: An efficient and high oxygen content oxidant in various oxidative reactions

Khosravi, Kaveh; Naserifar, Shirin, Tetrahedron, 2018, 74(45), 6584-6592

Production Method 7

873-38-1

874-17-9

Reaction Conditions

1.1 Reagents: Pyridinium, 1-butyl-3-methyl-, (tribromide) (1:1) ;  2 min, rt
1.2 Solvents: Water

Reference

An efficient, rapid, and regioselective bromination of anilines and phenols with 1-butyl-3-methylpyridinium tribromide as a new reagent/solvent under mild conditions

Borikar, Sanjay P.; Daniel, Thomas; Paul, Vincent, Tetrahedron Letters, 2009, 50(9), 1007-1009

Production Method 8

874-17-9

Reaction Conditions

1.1 Reagents: Calcium carbonate ,  Benzyltrimethylammonium tribromide (polymer-bound) Solvents: Methanol ,  Dichloromethane

Reference

Halogenation using quaternary ammonium polyhalides. XXIII. Bromination of aromatic amines with polymer-bound benzyltrimethylammonium tribromide

Okamoto, Tsuyoshi; Kakinami, Takaaki; Kusumoto, Masao; Yonemaru, Satoshi; Kajigaeshi, Shoji, Nippon Kagaku Kaishi, 1990, (1), 112-14

Production Method 9

873-38-1

874-17-9

Reaction Conditions

1.1 Reagents: Bromine Solvents: Carbon tetrachloride ;  cooled; 20 - 25 °C; 1 h, rt

Reference

Features of molecular bromination of aromatic amines

Salahov, M. S.; Bagmanov, B. T.; Mustafayeva, F. A., Azerbaidzhanskii Khimicheskii Zhurnal, 2014, (3), 22-27

Production Method 10

874-17-9

Reaction Conditions

1.1 Reagents: Bromine Solvents: Methanol ,  Dichloromethane ;  rt; 2 h, rt
1.2 Reagents: Sodium hydroxide Solvents: Water

Reference

Enantioposition-Selective Copper-Catalyzed Azide-Alkyne Cycloaddition for Construction of Chiral Biaryl Derivatives

Osako, Takao; Uozumi, Yasuhiro, Organic Letters, 2014, 16(22), 5866-5869

Production Method 11

874-17-9

Reaction Conditions

Reference

Halogenation using quaternary ammonium polyhalides. XVI. Bromination of aromatic amines by use of benzyltrimethylammonium chlorobromate(1-)

Kajigaeshi, Shoji; Kakinami, Takaaki; Shimizu, Michikazu; Takahashi, Makoto; Fujisaki, Shizuo; et al, Technology Reports of the Yamaguchi University, 1988, 4(2), 139-43

Production Method 12

874-17-9

Reaction Conditions

1.1 Reagents: N-Bromosuccinimide Solvents: Dichloromethane ;  0 °C; < 5 °C

Reference

Making endo-cyclizations favorable again: a conceptually new synthetic approach to benzotriazoles via azide group directed lithiation/cyclization of 2-azidoaryl bromides

Ageshina, Alexandra A.; Chesnokov, Gleb A.; Topchiy, Maxim A.; Alabugin, Igor V.; Nechaev, Mikhail S.; et al, Organic & Biomolecular Chemistry, 2019, 17(18), 4523-4534

Production Method 13

874-17-9

Reaction Conditions

1.1 Reagents: Calcium carbonate ,  4-Aza-1-azoniabicyclo[2.2.2]octane, 1-(phenylmethyl)-, (tribromide) (1:1) Solvents: Methanol ;  15 min, rt

Reference

1-Benzyl-4-aza-1-azoniabicyclo[2.2.2]octane tribromide as a highly reactive brominating agent for aniline derivatives

Hajipour, A. R.; Imanieh, H.; Pourmousavi, S. A., Synthetic Communications, 2004, 34(24), 4597-4604

Production Method 14

874-17-9

Reaction Conditions

1.1 Reagents: Hydrogen peroxide ,  Hydrogen bromide Solvents: Water ;  30 min, 10 - 15 °C; 30 min, 25 °C

Reference

Novel N-nitroacetamide derivatives derived from 2,4-D: Design, synthesis, bioevaluation, and prediction of mechanism of action

Wei, Zengjun; Chen, Changshui; Shi, Libin; Jin, Jingnan; Zhang, Qingye; et al, Pesticide Biochemistry and Physiology, 2013, 106(1-2), 68-74

Production Method 15

874-17-9

Reaction Conditions

1.1 Reagents: Methanol ,  Sodium bicarbonate ,  Benzenemethanaminium, N,N,N-triethyl-, (tribromide) (1:1) Solvents: Dichloromethane

Reference

Bromination of anilines by TEBABr3 [triethylbenzylammonium tribromide]

Ding, Xinteng; Liu, Guobin, Youji Huaxue, 1988, 8(4), 327-9

Production Method 16

874-17-9

Reaction Conditions

1.1 Reagents: Sodium bicarbonate ,  Phosphonium, triphenyl(phenylmethyl)-, (tribromide) (1:1) Solvents: Methanol ,  Dichloromethane

Reference

Bromination of anilines by benzyltriphenylphosphonium tribromide

Ding, Xinteng; Liu, Guobin, Synthetic Communications, 1989, 19(7-8), 1261-5

Production Method 17

874-17-9

873-38-1

Reaction Conditions

1.1 Reagents: Bromine ;  overnight, rt

Reference

Selective solid-state bromination of anilines and phenols

Toda, Fumio; et al, Green Chemistry, 2003, 5(6), 701-703

Production Method 18

874-17-9

873-38-1

Reaction Conditions

1.1 Catalysts: Copper sulfate Solvents: Acetonitrile ,  Water ;  15 min, 25 °C
1.2 Reagents: Sodium bromide ,  Sodium persulfate ;  15 min, 7 °C; 2 h, 7 °C; 22 h, 25 °C
1.3 Reagents: Sodium hydroxide ,  Sodium thiosulfate Solvents: Water ;  pH 9

Reference

A Practical Procedure for Regioselective Bromination of Anilines

Takahashi, Yusuke; et al, Synthesis, 2021, 53(10), 1828-1832

Production Method 19

874-17-9

873-38-1

Reaction Conditions

1.1 Reagents: Ammonium bromide ,  Potassium peroxymonosulfate sulfate (2KHSO5.KHSO4.K2SO4) Solvents: Methanol ,  Water ;  5 min, rt
1.2 Reagents: Sodium thiosulfate Solvents: Water ;  rt

Reference

Fast and efficient bromination of aromatic compounds with ammonium bromide and oxone

Naresh, Mameda; et al, Synthesis, 2013, 45(11), 1497-1504

2,6-Dibromo-4-chloroaniline Raw materials

• 2-Bromo-4-chloroaniline

2,6-Dibromo-4-chloroaniline Preparation Products

• 2-Bromo-4-chloroaniline (873-38-1)
• 2,6-Dibromo-4-chloroaniline (874-17-9)

• 1. Exciton manipulation in rippled transition metal dichalcogenides?
  Chen Long,Ying Dai,Jianwei Li,Hao Jin Nanoscale, 2020,12, 21124-21130
• 2. 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
• 3. Emerging investigator series: first-principles and thermodynamics comparison of compositionally-tuned delafossites: cation release from the (001) surface of complex metal oxides?
  Joseph W. Bennett,Diamond T. Jones,Blake G. Hudson,Joshua Melendez-Rivera,Robert J. Hamers,Sara E. Mason Environ. Sci.: Nano, 2020,7, 1642-1651
• 4. Excimer and exciplex formation in a pair of bright phosphorescent isomers constructed from Cu3(pyrazolate)3 and Cu3I3 coordination luminophores?
  Shun-Ze Zhan,Mian Li,Xiao-Ping Zhou,Dan Li,Seik Weng Ng RSC Adv., 2011,1, 1457-1459
• 5. Enabling stable MnO2 matrix for aqueous zinc-ion battery cathodes?
  Yiding Jiao,Liqun Kang,Jasper Berry-Gair,Kit McColl,Jianwei Li,Haobo Dong,Hao Jiang,Ryan Wang,Furio Corà,Dan J. L. Brett,Ivan P. Parkin J. Mater. Chem. A, 2020,8, 22075-22082

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Aniline and substituted anilines 2-bromoanilines

• 873-38-1(2-Bromo-4-chloroaniline)
• 27761-65-5(2,4-Dibromo-3,6-dichloroaniline)
• 697-86-9(2-Bromo-4,6-dichloroaniline)
• 823-57-4(2-Bromo-5-chloroaniline)
• 874-18-0(2,4-Dibromo-6-chloroaniline)
• 1199773-47-1(N-Methyl 2-Bromo-4-chloroaniline Hydrochloride)
• 59772-49-5(2-Bromo-6-chloroaniline)
• 71642-17-6(Benzenamine, 2,6-dibromo-3,4-dichloro-)
• 96558-78-0(3-Bromo-5-chloroaniline)
• 96558-73-5(2-Bromo-3-chloroaniline)