2-Amino-6-bromobenzaldehyde

Base Information

• Chemical Name: 2-Amino-6-bromobenzaldehyde
• CAS No.: 135484-74-1
• Molecular Formula: C7H6BrNO
• Molecular Weight: 200.03
• Hs Code.: 2922399090
• European Community (EC) Number: 811-537-2
• DSSTox Substance ID: DTXSID30567717
• Nikkaji Number: J1.881.094H
• Wikidata: Q72438366
• Mol file: 135484-74-1.mol

Synonyms:2-Amino-6-bromobenzaldehyde;135484-74-1;3-Bromo-2-formylaniline;2-Amino-6-bromo-benzaldehyde;MFCD11036195;Benzaldehyde, 2-amino-6-bromo-;SCHEMBL17832744;AMY4733;DTXSID30567717;BCP33208;AKOS015890688;GS-5960;PB34549;SY096974;CS-0042675;Benzaldehyde,2-amino-6-bromo-

Chemical Property of 2-Amino-6-bromobenzaldehyde

Chemical Property:

• Refractive Index: 1.675
• Boiling Point: 302.958 °C at 760 mmHg
• PKA: -0.72±0.10(Predicted)
• Flash Point: 137.024 °C
• PSA: 43.09000
• Density: 1.673 g/cm³
• LogP: 2.42500
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 198.96328
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

98%min ^*data from raw suppliers

2-Amino-6-bromobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Br)C=O)N
• Uses: 2-Amino-6-bromobenzaldehyde is used in praparation of aminoquinoline compounds, and immunoconjugates as anticancer agents and uses thereof.

Technology Process of 2-Amino-6-bromobenzaldehyde

There total 8 articles about 2-Amino-6-bromobenzaldehyde 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: 69.6%

(2-amino-6-bromophenyl)methanol (861106-92-5) → 2-Amino-6-bromobenzaldehyde (135484-74-1)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 2h;

Reference yield: 30.0%

2-bromo-6-nitrobenzaldehyde (20357-21-5) → 2-Amino-6-bromobenzaldehyde (135484-74-1)

Guidance literature:

With hydrogenchloride; ammonium hydroxide; In water; at 90 ℃;

Reference yield:

2-bromo-6-nitrotoluene (55289-35-5) → 2-Amino-6-bromobenzaldehyde (135484-74-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 33 g / Br₂ / 2 h / 140 - 150 °C / Irradiation

2.1: ethanol / 0.17 h

2.2: aq. NaOH / ethanol / 2 h / 0 °C

3.1: 20.6 g / 6 N aq. H₂SO₄ / 0.17 h

4.1: Fe; aq. HCl / 0.17 h

With hydrogenchloride; sulfuric acid; bromine; iron; In ethanol;

DOI:10.1021/ja028033x

upstream raw materials:

2-bromo-6-nitrobenzaldehyde

3-bromo-2-(bromomethyl)-1-nitrobenzene

2-bromo-6-nitrotoluene

C₁₅H₁₄BrN₃O₃

Downstream raw materials:

2-amino-5-bromoquinazoline

(2'R)-cis-5-[2',5'-dihydro-4'-((tert-butyldiphenyl)silyl)oxy-2'-furanyl]-2-aminoquinazoline

Refernces

• 1、 Li, Jian-Sen,Fan, Yun-Hua,Zhang, Yi,Marky, Luis A.,Gold, Barry. "Design of triple helix forming C-glycoside molecules". . p. 2084 - 2093. Retrieved 2007/10/03.