2-Amino-4-bromobenzaldehyde

Base Information

• Chemical Name: 2-Amino-4-bromobenzaldehyde
• CAS No.: 59278-65-8
• Molecular Formula: C7H6 Br N O
• Molecular Weight: 200.035
• Hs Code.: 2922399090
• European Community (EC) Number: 800-375-8
• DSSTox Substance ID: DTXSID80591587
• Nikkaji Number: J90.037K
• Wikidata: Q72438364
• Mol file: 59278-65-8.mol

Synonyms:2-Amino-4-bromobenzaldehyde;59278-65-8;MFCD08458822;BENZALDEHYDE, 2-AMINO-4-BROMO-;SCHEMBL1632823;2-azanyl-4-bromanyl-benzaldehyde;AMY4687;DTXSID80591587;ZZVUOSVSPAPBEJ-UHFFFAOYSA-N;CS-D1620;AKOS015854705;AB45657;GS-4534;2-Amino-4-bromobenzaldehyde, AldrichCPR;AC-29429;SY026668;A8335;EN300-108132;A832237;J-507832;Z1269144843

Chemical Property of 2-Amino-4-bromobenzaldehyde

Chemical Property:

• Melting Point: 85 °C
• Boiling Point: 317.1±32.0 °C(Predicted)
• PKA: -0.72±0.10(Predicted)
• PSA: 43.09000
• Density: 1.672±0.06 g/cm3(Predicted)
• LogP: 2.42500
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°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:

99% min ^*data from raw suppliers

2-Amino-4-bromobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)N)C=O

Technology Process of 2-Amino-4-bromobenzaldehyde

There total 11 articles about 2-Amino-4-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: 65.0%

4-bromo-2-nitrobenzaldehyde (5551-12-2) → 2-amino-4-bromobenzaldehyde (59278-65-8)

Guidance literature:

With vasicine; In ethylene glycol; at 80 ℃; for 48h;

DOI:10.1016/j.tetlet.2016.09.095

Reference yield:

(2-amino-4-bromophenyl)methanol (946122-05-0) → 2-amino-4-bromobenzaldehyde (59278-65-8)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 15 ℃; for 17h;

Reference yield:

ferrous(II) sulfate heptahydrate + 4-bromo-2-nitrobenzaldehyde (5551-12-2) → 2-amino-4-bromobenzaldehyde (59278-65-8)

Guidance literature:

With hydrogenchloride; ammonia; In methanol; water;

upstream raw materials:

4-bromo-2-nitrobenzaldehyde

4-bromo-2-nitrotoluene

(E)-2-(4-bromo-2-nitrophenyl)-N,N-dimethylethyleneamine

4-bromo-2-nitrobenzoic acid

Downstream raw materials:

4-bromosalicylaldehyde

7-bromo-quinazolin-2-ol

7-bromo-2-phenylquinoline

7-bromoquinoline-3-carboxylic acid ethyl ester

Refernces

• 1、 Meng, Xiang-He,Peng, Ju-Yin,Yang, Ming,Zhao, Yu-Long. "Silver-Catalyzed Three-Component Coupling Reaction of Amines, 2-Isocyanobenzaldehydes, and 2,2,2-Trifluorodiazoethane and Synthesis of Trifluoromethyl-Substituted Indolo[1,2-c]quinazolines". supporting information. p. 244 - 250. Retrieved 2020/12/01.
• 2、 Peng, He-Long,Li, Yinwu,Chen, Xing-Yang,Li, Li-Ping,Ke, Zhuofeng,Ye, Bao-Hui. "Visible-Light-Induced Amination of Quinoline at the C8 Position via a Postcoordinated Interligand-Coupling Strategy under Mild Conditions". supporting information. p. 908 - 918. Retrieved 2021/02/05.