5,7-dibromo-1H-indole-3-carbaldehyde

Base Information

• Chemical Name: 5,7-dibromo-1H-indole-3-carbaldehyde
• CAS No.: 126811-14-1
• Molecular Formula: C₉H₅Br₂NO
• Molecular Weight: 302.953
• European Community (EC) Number: 693-750-9
• Mol file: 126811-14-1.mol

Synonyms:5,7-dibromo-1H-indole-3-carbaldehyde;126811-14-1;starbld0013932;SCHEMBL18426484;5,7-Dibromoindole-3-carbaldehyde;MFCD03090696;AKOS024345563;SY342786;5,7-Dibromoindole-3-carboxaldehyde, 97%;FT-0774491

Chemical Property of 5,7-dibromo-1H-indole-3-carbaldehyde

Chemical Property:

• Melting Point: 200-205°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 302.87174
• Heavy Atom Count: 13
• Complexity: 212

Purity/Quality:

5,7-Dibromoindole-3-carboxaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

Useful:

• Canonical SMILES: C1=C(C=C(C2=C1C(=CN2)C=O)Br)Br

Technology Process of 5,7-dibromo-1H-indole-3-carbaldehyde

There total 2 articles about 5,7-dibromo-1H-indole-3-carbaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

5,7-dibromo-1H-indole (36132-08-8) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5,7-dibromo-1H-indole-3-carbaldehyde (126811-14-1)

Guidance literature:

5,7-dibromo-1H-indole; N,N-dimethyl-formamide; With trichlorophosphate; at 0 - 20 ℃; for 3.33h;

With potassium hydroxide; for 16h; Reflux;

Reference yield:

2,4-dibromonitrobenzene (51686-78-3) → 5,7-dibromo-1H-indole-3-carbaldehyde (126811-14-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 0.5 h / -40 °C

2.1: trichlorophosphate / 3.33 h / 0 - 20 °C

2.2: 16 h / Reflux

With trichlorophosphate; In tetrahydrofuran;

Reference yield: 72.0%

5,7-dibromo-1H-indole-3-carbaldehyde (126811-14-1) + phenylboronic acid (98-80-6) → 5,7-diphenyl-1H-indole-3-carbaldehyde

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetra-(n-butyl)ammonium iodide; sodium carbonate; In ethanol; water; at 120 ℃; for 1h; Inert atmosphere; Microwave irradiation; Sealed tube; Green chemistry;

DOI:10.1039/d1ob02058g

upstream raw materials:

5,7-dibromo-1H-indole

N,N-dimethyl-formamide

2,4-dibromonitrobenzene