Production Method 1

120-48-9

94-25-7

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium ,  AV 17X8 Solvents: 1-Butanol ;  5 - 300 min, 1 atm, 40 °C

Reference

Hydrogenation of aromatic nitro compounds on palladium-containing anion-exchange resins

Abdullaev, M. G.; Gebekova, Z. G., Petroleum Chemistry, 2016, 56(2), 146-150

Production Method 2

24537-25-5

71-36-3

94-25-7

Reaction Conditions

1.1 Reagents: Ammonia Solvents: 1-Butanol

Reference

Sulfinylaminobenzoyl and p-aminophenylacetyl chlorides as convenient acylating agents

Sharanin, Yu. A.; Bratchikova, N. G.; Lopatinskaya, Kh. Ya.; Pashchenko, A. V.; Potapenko, V. I., 1975, , ,

Production Method 3

120-48-9

94-25-7

Reaction Conditions

1.1 Reagents: Potassium tert-butoxide Catalysts: Ruthenium trichloride Solvents: Methanol ;  48 h, 130 °C

Reference

Simple RuCl3-catalyzed N-Methylation of Amines and Transfer Hydrogenation of Nitroarenes using Methanol

Sarki, Naina; Goyal, Vishakha; Tyagi, Nitin Kumar; Puttaswamy; Narani, Anand; et al, ChemCatChem, 2021, 13(7), 1722-1729

Production Method 4

150-13-0

94-25-7

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: 1-Butyl-3-methylimidazolium hexafluorophosphate ;  1 h, 90 °C

Reference

Ionic liquids as solvent for efficient esterification of carboxylic acids with alkyl halides

Gok, Yetkin; Alici, Bulent; Cetinkaya, Engin; Ozdemir, Ismail; Ozeroglu, Ozlem, Turkish Journal of Chemistry, 2010, 34(2), 187-191

Production Method 5

150-13-0

71-36-3

94-25-7

Reaction Conditions

1.1 Reagents: Thionyl chloride Solvents: 1-Propanol ;  4 - 10 h, 65 °C
1.2 Reagents: Water ;  30 min, rt
1.3 Reagents: Sodium bicarbonate Solvents: Water ;  45 min, rt

Reference

Synthesis and cytotoxicity of some D-mannose click conjugates with aminobenzoic acid derivatives

Hradilova, Ludmila; Polakova, Monika; Dvorakova, Barbora; Hajduch, Marian; Petrus, Ladislav, Carbohydrate Research, 2012, 361, 1-6

Production Method 6

150-13-0

71-36-3

94-25-7

Reaction Conditions

1.1 Reagents: Sulfuric acid Solvents: 1-Butanol ;  rt; reflux

Reference

Chain-growth polycondensation via the substituent effect: Investigation of the monomer structure on synthesis of poly(N-octyl-benzamide)

Prehn, Frederick C. Jr; Etz, Brian D.; Reese, Caleb J.; Vyas, Shubham; Boyes, Stephen G., Journal of Polymer Science (Hoboken, 2020, 58(17), 2389-2406

Production Method 7

120-48-9

94-25-7

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethanol ;  1 h, 40 psi, rt

Reference

Binding and Transport Properties of a Benzo[b]thiophene-Based Mono-(thio)urea Library

Moiteiro, Cristina ; Marques, Igor ; Ryder, William G. ; Cachatra, Vasco ; Carvalho, Silvia ; et al, European Journal of Organic Chemistry, 2022, 2022(3),

Production Method 8

120-48-9

94-25-7

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium ;  2 h, 75 - 80 °C

Reference

Method of preparation of alkyl p-aminobenzoate

, China, , ,

Production Method 9

120-48-9

94-25-7

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Iron oxide (Fe2O3) (lignin residue-derived carbon-supported) Solvents: Tetrahydrofuran ,  Water ;  18 h, 35 bar, 120 °C

Reference

Lignin Residue-Derived Carbon-Supported Nanoscale Iron Catalyst for the Selective Hydrogenation of Nitroarenes and Aromatic Aldehydes

Sarki, Naina ; Kumar, Raju; Singh, Baint; Ray, Anjan ; Naik, Ganesh; et al, ACS Omega, 2022, 7(23), 19804-19815

Production Method 10

150-13-0

94-25-7

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: Dimethylformamide ;  5 min, 155 °C; 155 °C → rt
1.2 2 h, 75 °C

Reference

The synthesis of [1,2,3]-triazole-based bent core liquid crystals via microwave-mediated 'Click Reaction' and their mesomorphic behaviour

Wang, Kunlun; Sprunt, Samuel; Twieg, Robert J., Liquid Crystals, 2019, 46(2), 257-271

Production Method 11

120-48-9

94-25-7

Reaction Conditions

1.1 Reagents: Ammonium formate Catalysts: Palladium Solvents: Ethanol ;  2 h, rt

Reference

Application of Pd/C-HCOONH4 reductive system in synthesis of benzocaine and its analogues

Zhang, Li; Jin, Xiao-ping; Gao, Hao-qi; Fang, Jiang-hua; Li, Rui-feng; et al, Ningbo Daxue Xuebao, 2013, 26(4), 61-64

Production Method 12

120-48-9

94-25-7

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Ruthenium (pine needle-derived char supported) Solvents: Water ;  24 h, 10 bar, 80 °C

Reference

Biorenewable carbon-supported Ru catalyst for N-alkylation of amines with alcohols and selective hydrogenation of nitroarenes

Goyal, Vishakha; Sarki, Naina; Poddar, Mukesh Kumar; Narani, Anand; Tripathi, Deependra; et al, New Journal of Chemistry, 2021, 45(32), 14687-14694

Production Method 13

120-48-9

94-25-7

Reaction Conditions

1.1 Reagents: Phenylsilane Catalysts: Sodium amalgam ,  2867633-05-2 ;  3 h, 100 °C

Reference

Manganese-Catalyzed Chemoselective Hydrosilylation of Nitroarenes: Sustainable Route to Aromatic Amines

Behera, Rakesh R.; Panda, Surajit; Ghosh, Rahul; Kumar, A. Ashis; Bagh, Bidraha, Organic Letters, 2022, 24(50), 9179-9183

Production Method 14

62-23-7

71-36-3

94-25-7

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Iron Solvents: Acetonitrile ;  150 °C

Reference

Multi-functional Fe-Al0.66DTP/MCF catalyst in cascade engineered synthesis of the drug butamben: Novelty of catalyst, reaction kinetics and mechanism

Wagh, Dipti P.; Yadav, Ganapati D., Molecular Catalysis, 2020, 483,

Production Method 15

150-13-0

71-36-3

94-25-7

Reaction Conditions

1.1 Catalysts: Thionyl chloride ;  cooled; reflux
1.2 Reagents: Sodium carbonate Solvents: Water ;  pH 7 - 8

Reference

Study on the facile synthesis of alkyl 4-aminobenzoate

Xiong, Yang; Xia, Ke-xue; Yang, Long; Li, Sheng; Tian, Hui-hui; et al, Xinan Daxue Xuebao, 2013, 35(9), 74-79

Production Method 16

13939-06-5

540-37-4

71-36-3

94-25-7

Reaction Conditions

1.1 Reagents: Diisopropylethylamine Catalysts: Di-μ-chlorobis[5-[(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl… ;  12 min, 130 °C

Reference

Expedient carbonylation of aryl halides in aqueous or neat condition

Ang, Wei Jie; Lo, Lee-Chiang; Lam, Yulin, Tetrahedron, 2014, 70(45), 8545-8558

Production Method 17

150-13-0

71-36-3

94-25-7

Reaction Conditions

1.1 rt → 50 °C
1.2 Reagents: Thionyl chloride ;  4 h, 50 - 55 °C; 55 °C → 119 °C; 5 h, 117 - 119 °C
1.3 Reagents: Sodium carbonate Solvents: Water ;  pH 7 - 8

Reference

Process for preparation of p-aminobenzoic acid ethyl ester

, China, , ,

Production Method 18

10210-68-1

71-36-3

94-25-7

Reaction Conditions

1.1 Reagents: Potassium acetate Catalysts: Palladium diacetate ,  Ferrocene, 1-[(1S)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(di-1-naphthaleny… ;  12 h, 80 °C

Reference

Room Temperature Carbonylation of (Hetero) Aryl Pentafluorobenzenesulfonates and Triflates using Palladium-Cobalt Bimetallic Catalyst: Dual Role of Cobalt Carbonyl

Joseph, Jayan T.; Sajith, Ayyiliath M.; Ningegowda, Revanna C.; Shashikanth, Sheena, Advanced Synthesis & Catalysis, 2017, 359(3), 419-425

Production Method 19

150-13-0

71-36-3

94-25-7

Reaction Conditions

1.1 Catalysts: Sulfuric acid Solvents: Water ;  cooled; 5 min, cooled; 7 h, reflux; cooled
1.2 Reagents: Sodium carbonate Solvents: Water ;  neutralized

Reference

Direct esterification of higher alkyl alcohols with p-aminobenzoic acid

Liu, Yu-rong; Hu, Zhi-guo, Henan Shifan Daxue Xuebao, 2008, 36(5), 174-175

Production Method 20

150-13-0

71-36-3

94-25-7

Reaction Conditions

1.1 Reagents: Phosphorus oxychloride Solvents: 1-Butanol ;  cooled; 2 h, rt
1.2 Reagents: Water ;  cooled

Reference

An efficient and practical protocol for the esterification of aromatic carboxylic acids with alcohols in presence of POCl3

Patila, Prashant; Chaskar, Atul, Pharma Chemica, 2014, 6(5), 365-369

Butamben Raw materials

• Hexacarbonylmolybdenum
• Cobalt Carbonyl (Stabilized with 1-5% Hexane)
• Benzoyl chloride, 4-(sulfinylamino)-
• sunbrella
• 4-Nitrobenzoic acid
• 4-Iodoaniline
• 1-Butanol
• Benzoic acid, 4-nitro-,butyl ester

Butamben Preparation Products

• Butamben (94-25-7)

• 1. 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
• 2. Evolution study of photo-synthesized gold nanoparticles by spectral deconvolution model: a quantitative approach
  Chung-Sung Yang,Mong-Shian Shih,Fang-Yi Chang New J. Chem., 2006,30, 729-735
• 3. Evolution of cellulose into flexible conductive green electronics: a smart strategy to fabricate sustainable electrodes for supercapacitors
  Tengfei Yu,Yuehan Wu,Wei Li,Bin Li RSC Adv., 2014,4, 34134-34143
• 4. Enabling high-throughput single-animal gene-expression studies with molecular and micro-scale technologies
  Jason Wan Lab Chip, 2020,20, 4528-4538
• 5. Excimer–monomer switch: a reaction-based approach for selective detection of fluoride?
  Qiao Song,Angela Bamesberger,Lingyun Yang,Haley Houtwed,Haishi Cao Analyst, 2014,139, 3588-3592

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acid esters
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Benzoic acid esters
• Solvents and Organic Chemicals Organic Compounds Acids/Esters

• 342611-08-9(Benzocaine-d4)
• 94-12-2(Propyl 4-Aminobenzoate)
• 13110-37-7(Pentyl 4-aminobenzoate)
• 26218-04-2(2-Ethylhexyl-4-aminobenzoate)
• 582-33-2(Ethyl 3-aminobenzoate)
• 152699-63-3(Dibenzyl 5-aminoisophthalate)
• 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)