Production Method 1

5118-06-9

95201-93-7

Reaction Conditions

1.1 Reagents: Bromine Solvents: Acetic acid ;  24 h, rt

Reference

3-Alkoxy-4-bromothiophenes: general synthesis of monomers and regio-selective preparation of two dimers

Savitha, Gurunathan; Hergue, Noemie; Guilmet, Erwan; Allain, Magali; Frere, Pierre, Tetrahedron Letters, 2011, 52(12), 1288-1291

Production Method 2

5118-06-9

95201-93-7

Reaction Conditions

1.1 Reagents: Bromine Solvents: Acetic acid ;  rt; 16 h, rt

Reference

Preparation of N-(1H-tetrazol-5-yl)-2-thiophenecarboxamides, -2-pyrrolecarboxamides, and -2-furancarboxamides as allergy and inflammation inhibitors [Update of document cited in CA108:150482]

, European Patent Organization, , ,

Production Method 3

5118-06-9

95201-93-7

Reaction Conditions

1.1 Reagents: Bromine Catalysts: Acetic acid

Reference

Reactions with 3-hydroxy-2-(methoxycarbonyl)thiophene; I. Synthesis of 3-thienyloxyacetic acid and its (nuclear) chloro and bromo derivatives

Corral, Carlos; Lissavetzky, Jaime, Synthesis, 1984, (10), 847-50

Production Method 4

95201-93-7

Reaction Conditions

Reference

Preparation of N-1H-tetrazol-5-ylthiophene-, -pyrrole-, and -furancarboxamides as antiinflammatories and allergy inhibitors

, Austria, , ,

Production Method 5

5118-06-9

95201-93-7

Reaction Conditions

1.1 Reagents: Bromine Solvents: Acetic acid ;  45 min, rt; 40 h, rt

Reference

Preparation of N-([1,2,4]triazoloazinyl) thiophenesulfonamides as herbicides

, World Intellectual Property Organization, , ,

Production Method 6

5118-06-9

95201-93-7

Reaction Conditions

1.1 Reagents: Acetic acid ,  Bromine ;  6.5 h, rt

Reference

Heterocyclic compounds and compositions for treating CNS disorders and their preparation

, World Intellectual Property Organization, , ,

Production Method 7

5118-06-9

95201-93-7

Reaction Conditions

1.1 Reagents: Bromine Solvents: Acetic acid ;  0 °C; overnight, rt
1.2 Solvents: Water ;  rt

Reference

New Series of Potent Allosteric Inhibitors of Deoxyhypusine Synthase

Tanaka, Yuta ; Kurasawa, Osamu; Yokota, Akihiro; Klein, Michael G.; Saito, Bunnai; et al, ACS Medicinal Chemistry Letters, 2020, 11(8), 1645-1652

Production Method 8

5118-06-9

95201-93-7

Reaction Conditions

1.1 Reagents: Bromine Solvents: Acetic acid ;  rt; 24 h, rt

Reference

Fluorine-containing organic semiconductor material and manufacturing method thereof

, China, , ,

Production Method 9

5118-06-9

95201-93-7

Reaction Conditions

1.1 Reagents: Bromine Solvents: Acetic acid ;  rt; 24 h, rt

Reference

Fluorinated Head-to-Head Dialkoxybithiophene: A New Electron-Donating Building Block for High-Performance Polymer Semiconductors

Huang, Jun; Guo, Han; Uddin, Mohammad Afsar; Yu, Jianwei; Woo, Han Young; et al, Advanced Electronic Materials, 2018, 4(3),

Production Method 10

1184846-56-7

95201-93-7

Reaction Conditions

1.1 Reagents: Bromine Solvents: Acetic acid ;  overnight, rt

Reference

Synthesis of functionalized hydroxy-thiophene motifs as amido- and sulfonamido-phenol bioisosteres

Chao, Jianhua; Taveras, Arthur G.; Aki, Cynthia J., Tetrahedron Letters, 2009, 50(35), 5005-5008

Production Method 11

5118-06-9

95201-93-7

Reaction Conditions

1.1 Reagents: N-Bromosuccinimide Solvents: Methanol ,  Tetrahydrofuran ;  0 °C; 6 h, rt

Reference

Regioselective and efficient halogenation of 4,5-unsubstituted alkyl 3-hydroxypyrrole/3-hydroxythiophene-2-yl-carboxylates

Castillo-Aguilera, Omar; Depreux, Patrick; Halby, Ludovic; Azaroual, Nathalie; Arimondo, Paola B.; et al, Tetrahedron Letters, 2017, 58(26), 2537-2541

Production Method 12

5118-06-9

95201-93-7

Reaction Conditions

1.1 Reagents: Bromine Solvents: Acetic acid ;  15 min, 0 - 10 °C; rt → 10 °C; 2 h, rt

Reference

DNDI-6148: A Novel Benzoxaborole Preclinical Candidate for the Treatment of Visceral Leishmaniasis

Mowbray, Charles E. ; Braillard, Stephanie; Glossop, Paul A. ; Whitlock, Gavin A.; Jacobs, Robert T. ; et al, Journal of Medicinal Chemistry, 2021, 64(21), 16159-16176

Production Method 13

5118-06-9

95201-93-7

Reaction Conditions

1.1 Reagents: Bromine Solvents: Acetic acid ;  18 °C; 36 h, 18 °C

Reference

Preparation of bicyclic heteroaryl compounds as CRBN protein regulators

, World Intellectual Property Organization, , ,

Production Method 14

5118-06-9

95201-93-7

Reaction Conditions

Reference

Preparation of N-1H-tetrazol-5-yl-2-thiophenecarboxamides, -2-pyrrolecarboxamides, and -2-furancarboxamides as allergy and inflammation inhibitors

, European Patent Organization, , ,

Methyl 4-bromo-3-hydroxythiophene-2-carboxylate Raw materials

• 3-Methoxy-N,N-dimethyl-5-nitro-2-thiophenecarboxamide
• 3-Hydroxy-2-thiophenecarboxylic Acid Methyl Ester

Methyl 4-bromo-3-hydroxythiophene-2-carboxylate Preparation Products

• Methyl 4-bromo-3-hydroxythiophene-2-carboxylate (95201-93-7)

• 1. Acetyl protected thiol methacrylic polymers as effective ligands to keep quantum dots in luminescent standby mode?
  Marta Liras,Isabel Quijada-Garrido,Marta Palacios-Cuesta,Sonia Mu?oz-Durieux,Olga García Polym. Chem., 2014,5, 433-442
• 2. An approach for correlating the structural and electrical properties of Zr4+-modified SrBi4Ti4O15/SBT ceramic
  Priyambada Nayak,Tanmaya Badapanda,Anil Kumar Singh,Simanchalo Panigrahi RSC Adv., 2017,7, 16319-16331
• 3. Achieving crystal-induced room temperature phosphorescence and reversible photochromic properties by strong intermolecular interactions?
  Fuming Xiao,Mengzhu Wang,Yunxiang Lei,Wenbo Dai,Yunbing Zhou,Miaochang Liu,Wenxia Gao,Xiaobo Huang,Huayue Wu J. Mater. Chem. C, 2020,8, 17410-17416
• 4. An automatic determination of thoria in thoria-urania mixtures
  Analyst, 1966,91, 208-210
• 5. An investigation of surface properties, local elastic modulus and interaction with simulated pulmonary surfactant of surface modified inhalable voriconazole dry powders using atomic force microscopy
  Michael Kappl,Paul M. Young,Daniela Traini,Sanyog Jain RSC Adv., 2016,6, 25789-25798

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Thiophenes Thiophene carboxylic acids and derivatives

• 147487-72-7(Pent-4-enonic acid, 2,5-anhydro-4-deoxy-3-C-methyl-2-thio-, sodium salt (1:1))
• 110545-68-1(2-Thiophenecarboxylic acid, 4-bromo-3-methoxy-)
• 5556-24-1(2,5-dimethyl 3-hydroxythiophene-2,5-dicarboxylate)
• 110545-67-0(Methyl 4-bromo-3-methoxythiophene-2-carboxylate)
• 5118-06-9(3-Hydroxy-2-thiophenecarboxylic Acid Methyl Ester)
• 96232-71-2(methyl 4,5-dibromo-3-hydroxy-thiophene-2-carboxylate)
• 123342-03-0(Methyl 4-bromo-3-methoxy-5-methylthiophene-2-carboxylate)
• 113589-26-7(Methyl 4-bromo-3-hydroxy-5-methylthiophene-2-carboxylate)
• 175137-42-5(Methyl 4,5-dibromo-3-methoxythiophene-2-carboxylate)
• 5556-22-9(methyl 3-hydroxy-5-methylthiophene-2-carboxylate)