Production Method 1

209256-39-3

95333-13-4

Reaction Conditions

1.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ;  15 min, -45 °C; -45 °C → -5 °C; -5 °C → -45 °C
1.2 Reagents: Potassium bisulfate Solvents: Water ;  -45 °C → rt

Reference

Preparation of N-acyl-2-arylcyclopropylmethylamines as melatonergics

, World Intellectual Property Organization, , ,

Production Method 2

173470-67-2

95333-13-4

Reaction Conditions

1.1 Reagents: Oxalyl chloride Solvents: Dimethyl sulfoxide ,  Dichloromethane ;  -78 °C; 10 min, -78 °C
1.2 Solvents: Dichloromethane ;  20 min, -78 °C; 20 min, -78 °C
1.3 Reagents: Triethylamine ;  -78 °C → rt; overnight, rt

Reference

Preparation of 4-phenyl substituted tetrahydroisoquinolines and their therapeutic use to block reuptake of norepinephrine, dopamine, and serotonin for the treatment of neurological and psychological disorders

, United States, , ,

Production Method 3

95333-17-8

95333-13-4

Reaction Conditions

1.1 Catalysts: Acetic acid

Reference

Conformational analysis of organic carbonyl compounds. Part 4. A proton and carbon-13 nuclear magnetic resonance study of formyl and acetyl derivatives of benzo[b]furan

Benassi, Rois; Folli, Ugo; Iarossi, Dario; Schenetti, Luisa; Taddei, Ferdinando, Journal of the Chemical Society, 1984, (9), 1479-85

Production Method 4

95333-13-4

Reaction Conditions

Reference

Preparation of 4-benzoheterocyclyl-1-aminocarbonylmethylpyrrolidine-3-carboxylic acid derivatives as endothelin antagonists

, United States, , ,

Production Method 5

128868-60-0

128851-73-0

95333-13-4

123297-88-1

Reaction Conditions

1.1 Reagents: tert-Butyllithium Solvents: Diethyl ether ;  -78 °C; 20 min
1.2 3 h, -25 °C; overnight, -25 °C → rt
1.3 Reagents: Ammonium chloride Solvents: Water

Reference

Preparation of 3,4-di-substituted cyclobutene-1,2-diones as CXC-chemokine receptor ligands

, United States, , ,

Production Method 6

209256-39-3

95333-13-4

Reaction Conditions

1.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ;  15 min, -45 °C

Reference

Preparation of benzofuran and dihydrobenzofuran melatonergic agents

, United States, , ,

Production Method 7

209256-39-3

95333-13-4

Reaction Conditions

1.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ,  Water ;  rt → -78 °C; -78 °C; 3 h, -78 °C; -78 °C → 0 °C
1.2 Reagents: Sodium sulfate decahydrate ;  0 °C

Reference

Selective Synthesis of C4-Functionalized Benzofurans by Rhodium-Catalyzed Vinylene Transfer: Computational Study on the Cyclopentadienyl Ligand

Kitano, Junya; Nishii, Yuji ; Miura, Masahiro, Organic Letters, 2022, 24(31), 5679-5683

Production Method 8

173470-67-2

95333-13-4

Reaction Conditions

1.1 Solvents: Chloroform ;  rt
1.2 Reagents: Manganese oxide (MnO2) ;  overnight, rt

Reference

Preparation of retinoid analogs that have selectivity as RXR agonists

, World Intellectual Property Organization, , ,

Production Method 9

173470-67-2

95333-13-4

Reaction Conditions

1.1 Reagents: Oxalyl chloride Solvents: Dimethyl sulfoxide ,  Dichloromethane ;  -78 °C; 10 min, -78 °C
1.2 Solvents: Dichloromethane ;  20 min, -78 °C; 20 min, -78 °C
1.3 Reagents: Triethylamine ;  -78 °C → rt; overnight, rt

Reference

Preparation and use of furan-fused-4-phenyl substituted tetrahydroisoquinolines for treatment of attention deficit hyperactivity disorder (ADHD)

, World Intellectual Property Organization, , ,

Production Method 10

95333-13-4

Reaction Conditions

Reference

Preparation of substituted pyrrolidine-3-carboxylic acids as endothelin antagonists

, United States, , ,

Production Method 11

95333-13-4

Reaction Conditions

Reference

Preparation of 1-(carbamoylmethyl)pyrrolidine-3-carboxylates and analogs as endothelin antagonists

, United States, , ,

Production Method 12

95333-13-4

Reaction Conditions

Reference

Preparation of benzo-1,3-dioxolyl- and benzofuranyl-substituted pyrrolidine derivatives as endothelin antagonists.

, World Intellectual Property Organization, , ,

Production Method 13

95333-13-4

Reaction Conditions

Reference

Preparation of pyrrolidinecarboxylic acid derivatives and analogs as endothelin antagonists

, World Intellectual Property Organization, , ,

Production Method 14

128868-60-0

128851-73-0

95333-13-4

123297-88-1

Reaction Conditions

1.1 Reagents: tert-Butyllithium Solvents: Diethyl ether ;  -78 °C; 20 min
1.2 3 h, -25 °C; overnight, -25 °C → rt
1.3 Reagents: Ammonium chloride Solvents: Water

Reference

Preparation of 3,4-diaminocyclobutene-1,2-diones as CXC-chemokine receptor ligands

, United States, , ,

Production Method 15

128868-60-0

128851-73-0

95333-13-4

123297-88-1

Reaction Conditions

1.1 Reagents: tert-Butyllithium Solvents: Diethyl ether ;  -78 °C; 20 min
1.2 3 h, -25 °C; overnight, -25 °C → rt
1.3 Reagents: Ammonium chloride Solvents: Water

Reference

Preparation of diaminothiadiazole dioxides and monoxides as CXC- and CC-chemokine receptor ligands

, World Intellectual Property Organization, , ,

Production Method 16

128868-60-0

128851-73-0

95333-13-4

123297-88-1

Reaction Conditions

1.1 Reagents: tert-Butyllithium Solvents: Diethyl ether ;  -78 °C; 20 min
1.2 3 h, -25 °C; overnight, -25 °C → rt
1.3 Reagents: Ammonium chloride Solvents: Water

Reference

Preparation of 3,4-di-substituted cyclobutene-1,2-diones as cxc-chemokine receptor ligands

, World Intellectual Property Organization, , ,

Benzofuran-4-carbaldehyde Raw materials

• 4-bromo-1-benzofuran
• (1-benzofuran-4-yl)methanol
• 4-Benzofurancarboxamide, N-methoxy-N-methyl-
• 6-bromo-1-benzofuran
• Benzofuran-4-carbonitrile

Benzofuran-4-carbaldehyde Preparation Products

• Benzofuran-6-carbaldehyde (123297-88-1)
• Benzofuran-4-carbaldehyde (95333-13-4)

• 1. Ester-directed orthogonal dual C–H activation and ortho aryl C–H alkenylation via distal weak coordination?
  Manickam Bakthadoss,Tadiparthi Thirupathi Reddy,Vishal Agarwal,Duddu S. Sharada Chem. Commun., 2022,58, 1406-1409
• 2. Fe/Fe3C@C nanoparticles encapsulated in N-doped graphene–CNTs framework as an efficient bifunctional oxygen electrocatalyst for robust rechargeable Zn–air batteries?
  Zhiyan Chen,Nan Wu,Yaobing Wang,Bing Wang,Yingde Wang J. Mater. Chem. A, 2018,6, 516-526
• 3. Emergence of microfluidic wearable technologies
  Joo Chuan Yeo,Kenry Lab Chip, 2016,16, 4082-4090
• 4. Excellent energy storage performance in NaNbO3-based relaxor antiferroeic ceramics under a low electric field
  XuxinCheng,XiaomingChen,PengyuanFan
• 5. Exceptional activity of sub-nm Pt clusters on CdS for photocatalytic hydrogen production: a combined experimental and first-principles study?
  Qiyuan Wu,Shangmin Xiong,Peichuan Shen,Shen Zhao,Alexander Orlov Catal. Sci. Technol., 2015,5, 2059-2064

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Benzofurans Benzofurans
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Benzofurans

• 123297-88-1(Benzofuran-6-carbaldehyde)
• 648449-50-7(3-Methyl-1-benzofuran-5-carbaldehyde)
• 7396-53-4(Dibenzofuran, 1,8-dimethyl-)
• 60826-62-2(Dibenzofuran, methyl-)
• 10035-16-2(1-Benzofuran-5-carbaldehyde)
• 119795-37-8(5-Benzofurancarboxaldehyde,4-methyl-)
• 5670-23-5(4-Methylbenzofuran)
• 5397-82-0(Dibenzob,dfuran-2-carbaldehyde)
• 143883-36-7(3-Benzofurancarboxaldehyde,5-methyl-)
• 143883-37-8(3-Benzofurancarboxaldehyde,6-methyl-)