2-Amino-5-chlorobenzaldehyde

Base Information

• Chemical Name: 2-Amino-5-chlorobenzaldehyde
• CAS No.: 20028-53-9
• Molecular Formula: C7H6ClNO
• Molecular Weight: 155.584
• Hs Code.: 2922399090
• European Community (EC) Number: 681-495-6
• DSSTox Substance ID: DTXSID40378770
• Nikkaji Number: J1.869.083G
• Wikidata: Q72434205
• ChEMBL ID: CHEMBL1650248
• Mol file: 20028-53-9.mol

Synonyms:2-Amino-5-chlorobenzaldehyde;20028-53-9;MFCD02093936;3-chloro-6-aminobenzaldehyde;SCHEMBL789811;2-amino-5-chlorobenz-aldehyde;CHEMBL1650248;DTXSID40378770;Benzaldehyde, 2-amino-5-chloro-;KUIFMGITZFDQMP-UHFFFAOYSA-N;TD1060;AKOS015854704;CS-W007919;2-amino-5-chlorobenzaldehyde, AldrichCPR;BP-21346;DS-12229;A4382;AM20030291;FT-0600665;FT-0659888;EN300-98057;J-507929

Chemical Property of 2-Amino-5-chlorobenzaldehyde

Chemical Property:

• Vapor Pressure: 0.00239mmHg at 25°C
• Melting Point: 71-73 °C
• Refractive Index: 1.651
• Boiling Point: 288.1 °C at 760 mmHg
• PKA: -0.28±0.10(Predicted)
• Flash Point: 128 °C
• PSA: 43.09000
• Density: 1.348 g/cm³
• LogP: 2.31590
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Air Sensitive
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 155.0137915
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Amino-5-chlorobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-43-36-22
• Safety Statements: 26-36-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)C=O)N
• Uses: 2-Amino-5-Chlorobenzaldehyde is used as a raw material in organic synthesis. It also serves as a pharmaceutical intermediate.

Technology Process of 2-Amino-5-chlorobenzaldehyde

There total 7 articles about 2-Amino-5-chlorobenzaldehyde 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: 99.0%

2-amino-5-chlorobenzyl alcohol (37585-25-4) → 2-amino-5-chlorobenzaldehyde (20028-53-9)

Guidance literature:

With manganese(IV) oxide; In diethyl ether; at 20 ℃;

Reference yield: 70.0%

5-chloro-2-nitrobenzaldehyde (6628-86-0) → 2-amino-5-chlorobenzaldehyde (20028-53-9)

Guidance literature:

With hydrogenchloride; iron; In ethanol; water; acetic acid; at 20 ℃; for 0.916667h; Reflux;

DOI:10.1021/ol102376a

Reference yield:

5-chloroanthranilic acid (635-21-2) → 2-amino-5-chlorobenzaldehyde (20028-53-9)

Guidance literature:

Multi-step reaction with 2 steps

1: borane-THF / tetrahydrofuran / 1.67 h / 0 - 30 °C / Inert atmosphere

2: manganese(IV) oxide / dichloromethane / 20 °C / Inert atmosphere

With manganese(IV) oxide; borane-THF; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmc.2012.08.004

upstream raw materials:

5-chloro-2-nitrobenzaldehyde

4-chloro-aniline

N,N-dimethyl-formamide

2-amino-5-chlorobenzyl alcohol

Downstream raw materials:

7-chloro-3,4-dihydro-3-<4-(trifluoromethyl)phenyl>-1(2H)-acridinone

N-(4-chloro-2-formylphenyl)trifluoromethanesulfonamide

5-chloro-2-(4-methoxyphenyl)-2H-indazole

2-azido 5-chlorobenzaldehyde

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、 Fansher, Douglas J.,Granger, Richard,Kaur, Satinderpal,Palmer, David R. J.. "Repurposing an Aldolase for the Chemoenzymatic Synthesis of Substituted Quinolines". . p. 6939 - 6943. Retrieved 2021/06/28.