2-Amino-5-chloro-4-nitrobenzaldehyde

Base Information

• Chemical Name: 2-Amino-5-chloro-4-nitrobenzaldehyde
• CAS No.: 273401-30-2
• Molecular Formula: C₇H₅ClN₂O₃
• Molecular Weight: 200.581
• DSSTox Substance ID: DTXSID001290973
• Mol file: 273401-30-2.mol

Synonyms:2-amino-5-chloro-4-nitrobenzaldehyde;273401-30-2;2-amino-5-chloro-4-nitro-benzaldehyde;Benzaldehyde, 2-amino-5-chloro-4-nitro-;DTXSID001290973;AKOS030528720;F15881

Chemical Property of 2-Amino-5-chloro-4-nitrobenzaldehyde

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 199.9988697
• Heavy Atom Count: 13
• Complexity: 218

Purity/Quality:

98% ^*data from raw suppliers

2-Amino-5-chloro-4-nitrobenzaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1Cl)[N+](=O)[O-])N)C=O

Technology Process of 2-Amino-5-chloro-4-nitrobenzaldehyde

There total 5 articles about 2-Amino-5-chloro-4-nitrobenzaldehyde 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: 81.0%

(2-amino-5-chloro-4-nitrophenyl)methanol (530084-01-6) → 2-amino-5-chloro-4-nitrobenzaldehyde (273401-30-2)

Guidance literature:

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

DOI:10.1016/S0014-827X(02)01281-8

Reference yield:

2-amino-5-chloro-4-nitrobenzoic acid (34649-02-0) → 2-amino-5-chloro-4-nitrobenzaldehyde (273401-30-2)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / 3 h / 20 °C

2: 1.41 g / aq. NaBH₄ / tetrahydrofuran / 0.5 h / 20 °C

3: 81 percent / MnO₂ / tetrahydrofuran; CH₂Cl₂ / 2 h / 20 °C

With manganese(IV) oxide; sodium tetrahydroborate; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0014-827X(02)01281-8

Reference yield:

methyl 2-amino-5-chloro-4-nitrobenzoate (530084-00-5) → 2-amino-5-chloro-4-nitrobenzaldehyde (273401-30-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / aq. NaOH / ethanol / 2 h / Heating

2: tetrahydrofuran / 3 h / 20 °C

3: 1.41 g / aq. NaBH₄ / tetrahydrofuran / 0.5 h / 20 °C

4: 81 percent / MnO₂ / tetrahydrofuran; CH₂Cl₂ / 2 h / 20 °C

With manganese(IV) oxide; sodium hydroxide; sodium tetrahydroborate; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1016/S0014-827X(02)01281-8

upstream raw materials:

(2-amino-5-chloro-4-nitrophenyl)methanol

2-amino-5-chloro-4-nitrobenzoic acid

methyl 2-amino-5-chloro-4-nitrobenzoate

methyl 2-amino-4-nitrobenzoate

Downstream raw materials:

[(4-chloro-2-formyl-5-nitro-phenylcarbamoyl)-methyl]-phosphonic acid diethyl ester

Refernces