Production Method 1

872-31-1

930-96-1

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  0 °C; 30 min, 0 °C
1.2 3 h, rt
1.3 Reagents: Ammonium chloride Solvents: Water ;  rt

Reference

Synthesis, fluorescence and two-photon absorption properties of novel push-pull 5-aryl[3,2-b]thienothiophene derivatives

Raposo, M. Manuela M.; Herbivo, Cyril; Hugues, Vincent; Clermont, Guillaume; Castro, M. Cidalia R.; et al, European Journal of Organic Chemistry, 2016, 2016(31), 5263-5273

Production Method 2

872-31-1

930-96-1

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  0 - 5 °C; 0.5 h, 0 - 5 °C
1.2 Solvents: Tetrahydrofuran ;  0 - 5 °C; 3 h, 0 - 5 °C
1.3 Reagents: Ammonium chloride Solvents: Water ;  0 - 5 °C; 15 min, 0 - 5 °C

Reference

Preparation of alkyl-substituted fused thiophenes

, China, , ,

Production Method 3

872-31-1

930-96-1

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  -60 °C; 1 h, -60 °C
1.2 5 min, -60 °C; -60 °C → 25 °C
1.3 Reagents: Ammonium chloride Solvents: Water ;  25 °C

Reference

Boron containing compounds and their uses

, World Intellectual Property Organization, , ,

Production Method 4

872-31-1

2591-86-8

930-96-1

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  0 °C; 30 min, 0 °C
1.2 0 °C; 12 h, rt

Reference

Synthesis and characterization of liquid crystal molecules based on thieno [3,2-b] thiophene and their application in organic field-effect transistors

Liau, Wei-Lung; Su, Yi-Jen; Tseng, Hsiao-Fan; Chen, Jiun-Tai; Hsu, Chain-Shu, Liquid Crystals, 2017, 44(3), 557-565

Production Method 5

872-31-1

2591-86-8

930-96-1

Reaction Conditions

1.1 Solvents: Dimethylformamide

Reference

Comparison of Ullmann/RCM and Ullmann/Bis-hydrazone Coupling Reactions; New Access to Benzodithiophenes for Dye-Sensitized Solar Cell and Thiahelicene Applications

Stephenson, G. Richard; Cauteruccio, Silvia; Doulcet, Julien, Synlett, 2014, 25(5), 701-707

Production Method 6

3140-93-0

930-96-1

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Diethyl ether ,  Hexane ;  -70 °C; 10 min, -70 °C
1.2 Solvents: Diethyl ether ;  30 min, -70 °C
1.3 Reagents: Hydrochloric acid Solvents: Water

Reference

Preparation of thieno[2,3-c]isoquinolines as inhibitors of PARP

, World Intellectual Property Organization, , ,

Production Method 7

872-31-1

930-96-1

Reaction Conditions

1.1 Reagents: Diurea Solvents: Tetrahydrofuran ;  0 °C; 1 h, 0 °C
1.2 0 °C; 0 °C → rt; 4 h, rt

Reference

Indaceno derivatives as organic semiconductors

, World Intellectual Property Organization, , ,

Production Method 8

872-31-1

930-96-1

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  0 °C; 1 h, 0 °C
1.2 0 °C → rt; 4 h, rt

Reference

Optical Activity of Heteroaromatic Conjugated Polymer Films Prepared by Asymmetric Electrochemical Polymerization in Cholesteric Liquid Crystals: Structural Function for Chiral Induction

Kawabata, Kohsuke; Takeguchi, Masaki; Goto, Hiromasa, Macromolecules (Washington, 2013, 46(6), 2078-2091

Production Method 9

872-31-1

930-96-1

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  -78 °C

Reference

Highly Air-Stable Thieno[3,2-b]thiophene-Thiophene-Thiazolo[5,4-d]thiazole-Based Polymers for Light-Emitting Diodes

Mishra, Sarada P.; Palai, Akshaya K.; Kumar, Amit; Srivastava, Ritu; Kamalasanan, Modeeparampil N.; et al, Macromolecular Chemistry and Physics, 2010, 211(17), 1890-1899

Production Method 10

872-31-1

4885-02-3

930-96-1

Reaction Conditions

1.1 Catalysts: Titanium tetrachloride Solvents: Dichloromethane ;  30 - 40 min, -12 °C; 2 h, -12 °C
1.2 Solvents: Water ;  15 min, -12 °C; 1 h, -12 °C

Reference

Synthesis of N-Substituted Condensed Tetrahydropyridine-Based Enaminones via Palladium-Catalyzed Intramolecular C-N Cross-coupling

Dousova, Hana; Ruzickova, Zdenka; Simunek, Petr, Journal of Heterocyclic Chemistry, 2018, 55(3), 670-684

Production Method 11

872-31-1

930-96-1

Reaction Conditions

1.1 Reagents: Phosphorus oxychloride ;  2 h, 80 °C

Reference

Facile Synthesis of S-Fused Multi-Membered Polycyclic Heterocycles: A Construction Strategy towards Thermally Stable Thiepine Derivatives

Ming, Binbin; Yan, Chuan; Xie, Shoudong; Liu, Si; Ren, Yingjian; et al, Chinese Journal of Chemistry, 2023, 41(1), 13-20

Production Method 12

872-31-1

930-96-1

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  0 °C; 1 h, 0 °C
1.2 0 °C → rt; 4 h, rt

Reference

The Effect of Ring Expansion in Thienobenzo[b]indacenodithiophene Polymers for Organic Field-Effect Transistors

Chen, Hu; Wadsworth, Andrew ; Ma, Chun; Nanni, Alice; Zhang, Weimin; et al, Journal of the American Chemical Society, 2019, 141(47), 18806-18813

Production Method 13

872-31-1

930-96-1

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ,  Water ;  -78 °C; 1 h, -78 °C
1.2 12 h, rt

Reference

Preparation of polymers containing 1,2-bis(3-cyanothiophen-2-yl)ethene derivatives as organic semiconductor compounds and organic electronic devices containing them

, Korea, , ,

Production Method 14

2863621-72-9

930-96-1

Reaction Conditions

1.1 Reagents: Hydrogen bromide Solvents: Water ;  10 min, 70 °C

Reference

Latent Carbene: Diaminomethylation of Thiophenes

Koidan, Georgyi; Hurieva, Anastasiya ; Zahorulko, Serhii ; Zadorozhny, Alexander; Lysenko, Viacheslav ; et al, European Journal of Organic Chemistry, 2022, 2022(40),

Production Method 15

872-31-1

2591-86-8

930-96-1

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran
1.2 -

Reference

Synthesis and physical properties of decylbithiophene end-capped oligomers based on naphthalene, anthracene and benzo[1,2-b:4,5-b']dithiophene

Jang, Sang Hun; Tai, Truong Ba; Kim, Min Kyu; Han, Jeong Woo; Kim, Yun-Hi; et al, Bulletin of the Korean Chemical Society, 2009, 30(3), 618-622

Production Method 16

3140-93-0

930-96-1

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Diethyl ether ,  Hexane ;  15 min, -78 °C; 15 min, -78 °C
1.2 2 h, -78 °C → rt
1.3 Solvents: Water ;  rt

Reference

Convergent Synthesis of Fluorene Derivatives by a Rhodium-Catalyzed Stitching Reaction/Alkene Isomerization Sequence

Nishida, Masaki; Shintani, Ryo, Chemistry - A European Journal, 2019, 25(31), 7475-7479

Production Method 17

3140-93-0

930-96-1

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Diethyl ether ,  Hexane

Reference

Synthesis of Chiral Thiophene-containing Ligands and their Development in the Asymmetric Transition Metal Catalysis

Lohmann, Jan Klaas, 2003, , ,

Production Method 18

872-31-1

93-61-8

930-96-1

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide ;  < 5 °C; 30 min, cooled
1.2 20 min, cooled; 3 h, cooled
1.3 Reagents: Hydrochloric acid Solvents: Water ;  30 min, cooled

Reference

Highly Emissive and Electrochemically Stable Thienylene Vinylene Oligomers and Copolymers: an Unusual Effect of Alkylsulfanyl Substituents

Jeeva, Shehzad; Lukoyanova, Olena; Karas, Athan; Dadvand, Afshin; Rosei, Federico; et al, Advanced Functional Materials, 2010, 20(10), 1661-1669

Production Method 19

872-31-1

930-96-1

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ,  Hexane ;  35 min, -78 °C; 1 h, -78 °C; 30 min, -78 °C → 0 °C; 0 °C → -78 °C
1.2 Solvents: Tetrahydrofuran ;  20 min, -78 °C; 20 h, -78 °C → rt

Reference

Thiophene-Fused Borepins As Directly Functionalizable Boron-Containing π-Electron Systems

Levine, David R.; Siegler, Maxime A.; Tovar, John D., Journal of the American Chemical Society, 2014, 136(19), 7132-7139

Production Method 20

872-31-1

2591-86-8

930-96-1

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  cooled; 1 h, rt
1.2 12 h, rt
1.3 Reagents: Ammonium chloride Solvents: Water

Reference

Correlation of structure and photovoltaic performance of benzo[1,2-b:4,5-b']dithiophene copolymers alternating with different acceptors

Yu, Jiangsheng; Zhao, Baofeng; Nie, Xuemei; Zhou, Baojin; Li, Yang; et al, New Journal of Chemistry, 2015, 39(3), 2248-2255

3-Bromothiophene-2-carboxaldehyde Raw materials

• 3-Bromothiophene
• 2,3-Dibromothiophene
• N-Methylformanilide
• 1-(3-Bromo-2-thienyl)-N,N,N′-trimethyl-N′-(trimethylsilyl)methanediamine
• piperidine-1-carbaldehyde
• 1,1-Dichlorodimethyl ether

3-Bromothiophene-2-carboxaldehyde Preparation Products

• 3-Bromothiophene-2-carboxaldehyde (930-96-1)

• 1. An inter-tangled network of redox-active and conducting polymers as a cathode for ultrafast rechargeable batteries
  Jieun Kim,Han-Saem Park,Tae-Hee Kim,Sung Yeol Kim,Hyun-Kon Song Phys. Chem. Chem. Phys., 2014,16, 5295-5300
• 2. An antimonate pyrochlore (H1.23Sr0.45SbO3.48) for photocatalytic oxidation of benzene: effective oxygen usage and excellent activity?
  Jing Chen,Yu Shao,Danzhen Li J. Mater. Chem. A, 2017,5, 937-941
• 3. An analyte-triggered artificial peroxidase system based on dimanganese complex for a versatile enzyme assay?
  Suji Lee,Min Su Han Chem. Commun., 2021,57, 9450-9453
• 4. Achieving molecular stability of racemic 4-O-benzyl-myo-inositol-1,3,5-orthoformate through crystal formation?
  Richa Sardessai,Shobhana Krishnaswamy,Mysore S. Shashidhar CrystEngComm, 2012,14, 8010-8016
• 5. An ionic liquid-based synergistic extraction strategy for rare earths?
  Yingbo Li,Nada Mehio,Huizhou Liu,Sheng Dai Green Chem., 2015,17, 2981-2993

• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Carbonyl compounds Aldehydes
• Solvents and Organic Chemicals Organic Compounds Aldehyde/Ketone

• 42877-08-7(2-Acetyl-3-bromothiophene)
• 30319-05-2(3-Bromo-2-methylthiophene)
• 36155-82-5(3-Bromo-5-methylthiophene-2-carboxadehyde)
• 36880-34-9(4-Bromo-5-ethylthiophene-2-carbaldehyde)
• 10135-00-9(3-Bromobenzobthiophene-2-carbaldehyde)
• 18791-75-8(4-bromothiophene-2-carbaldehyde)
• 25373-20-0(3,4-Dibromothiophene-2,5-dicarbaldehyde)
• 29421-75-8(4-bromo-5-methylthiophene-2-carbaldehyde)
• 32896-02-9(3,4-Dibromothiophene-2-carbaldehyde)
• 23688-07-5(3,5-DIBROMOTHIOPHENE-2-CARBALDEHYDE)