7-bromo-1H-indole-3-carbaldehyde

Base Information

• Chemical Name: 7-bromo-1H-indole-3-carbaldehyde
• CAS No.: 115666-21-2
• Molecular Formula: C9H6 Br N O
• Molecular Weight: 224.05
• Hs Code.: 2933990090
• European Community (EC) Number: 694-397-3
• DSSTox Substance ID: DTXSID00555186
• Nikkaji Number: J3.657.035K
• Wikidata: Q82436461
• Mol file: 115666-21-2.mol

Synonyms:7-bromo-1H-indole-3-carbaldehyde;115666-21-2;7-BROMO-3-FORMYLINDOLE;7-BROMOINDOLE-3-CARBOXALDEHYDE;1H-INDOLE-3-CARBOXALDEHYDE, 7-BROMO-;MFCD06657151;C9H6BrNO;7-Bromo-3-formyl-1H-indole;7-BROMO-1H-INDOLE-3-CARBOXALDEHYDE;SCHEMBL16067373;AMY3669;DTXSID00555186;7-Bromoindole-3-carboxaldehyde, 96%;AKOS022654990;AB25580;CS-W013076;AS-45765;BL006697;SY064852;EN300-1275517;A847192;J-003316;J-519106;Z1269215784

Chemical Property of 7-bromo-1H-indole-3-carbaldehyde

Chemical Property:

• Melting Point: 165-172℃
• Boiling Point: 395.6±22.0 °C(Predicted)
• PKA: 13.84±0.30(Predicted)
• PSA: 32.86000
• Density: 1.727±0.06 g/cm3(Predicted)
• LogP: 2.74290
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 222.96328
• Heavy Atom Count: 12
• Complexity: 185

Purity/Quality:

98%min ^*data from raw suppliers

7-Bromo-3-formylindole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)Br)NC=C2C=O

Technology Process of 7-bromo-1H-indole-3-carbaldehyde

There total 9 articles about 7-bromo-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: 94.0%

7-bromo-1H-indole (51417-51-7) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 7-bromo-1 H-indole-3-carbaldehyde (115666-21-2)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 0 ℃; for 0.666667h;

7-bromo-1H-indole; at 0 - 20 ℃; for 5.5h;

Reference yield: 74.0%

7-bromo-1H-indole (51417-51-7) + Glyoxilic acid (298-12-4) → 7-bromo-1 H-indole-3-carbaldehyde (115666-21-2)

Guidance literature:

With iron(III) chloride; copper diacetate; sodium acetate; nickel(II) acetate tetrahydrate; silver carbonate; In dimethyl sulfoxide; at 130 ℃; for 15h; Sealed tube;

DOI:10.1039/c8ob00810h

Reference yield: 66.0%

7-bromo-1H-indole (51417-51-7) + hexamethylenetetramine (100-97-0) → 7-bromo-1 H-indole-3-carbaldehyde (115666-21-2)

Guidance literature:

With iodine; oxygen; pyrographite; In N,N-dimethyl-formamide; at 120 ℃; for 8.5h;

DOI:10.1016/j.tetlet.2017.05.050

upstream raw materials:

7-bromo-1H-indole

N,N-dimethyl-formamide

2-nitrophenyl bromide

(7-bromo-1H-indol-3-yl)-N,N-dimethylmethanamine

Downstream raw materials:

8-bromo-1H-benzo[d][1,3]oxazine-2,4-dione

2-(7-bromo-1H-indole-3-yl)ethylamine

Refernces

• 1、 Xie, Tao,Sui, Qi-Bang,Qin, Lu-Zhe,Wen, Xiaoan,Sun, Hongbin,Xu, Qing-Long,Zhen, Le. "Cu-Catalyzed Dimerization of Indole Derived Oxime Acetate for Synthesis of Biimidazo[1,2- a]indoles". supporting information. p. 5518 - 5529. Retrieved 2021/05/04.
• 2、 Bojarski, Andrzej J.,Bugno, Ryszard,Cie?lik, Paulina,Duszyńska, Beata,Handzlik, Jadwiga,Hogendorf, Adam S.,Hogendorf, Agata,Kaczorowska, Katarzyna,Kurczab, Rafa?,Latacz, Gniewomir,Lenda, Tomasz,Sata?a, Grzegorz,Staroń, Jakub,Szewczyk, Bernadeta. "N-skatyltryptamines-dual 5-ht6r/d2r ligands with antipsychotic and procognitive potential". . . Retrieved 2021/08/17.