2,4-Diaminobenzaldehyde

Base Information

• Chemical Name: 2,4-Diaminobenzaldehyde
• CAS No.: 98276-57-4
• Molecular Formula: C7H8 N2 O
• Molecular Weight: 136.153
• Hs Code.: 2922399090
• DSSTox Substance ID: DTXSID20456828
• Nikkaji Number: J2.603.972J
• Wikidata: Q72462640
• Mol file: 98276-57-4.mol

Synonyms:2,4-diaminobenzaldehyde;98276-57-4;2,4-diamino-benzaldehyde;Benzaldehyde, 2,4-diamino-;SCHEMBL2334691;DTXSID20456828;VMFJRVFZHAPENO-UHFFFAOYSA-N;2,4-Diaminobenzaldehyde, AldrichCPR;MFCD02094162;AKOS006230138;DS-5534;CS-0039250;A858563

Chemical Property of 2,4-Diaminobenzaldehyde

Chemical Property:

• Melting Point: 152℃
• Boiling Point: 364.0±32.0 °C(Predicted)
• PKA: 1.86±0.10(Predicted)
• PSA: 69.11000
• Density: 1.288±0.06 g/cm3(Predicted)
• LogP: 1.82590
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 136.063662883
• Heavy Atom Count: 10
• Complexity: 127

Purity/Quality:

98%Min ^*data from raw suppliers

2,4-Diaminobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1N)N)C=O
• Uses: 2,4-Diaminobenzaldehyde is a reagent used in organic synthesis such as in the preparation of 6-?(trifluoromethyl)?-?N-?(4-?oxothiazolidin-?3-?yl)?quinazoline-?2-?carboxamide derivatives as a potential DprE1 inhibitors.

Technology Process of 2,4-Diaminobenzaldehyde

There total 7 articles about 2,4-Diaminobenzaldehyde 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: 89.0%

2,4-dinitrobenzaldehyde (528-75-6) → 2,4-Diamino-benzaldehyde (98276-57-4)

Guidance literature:

With hydrogenchloride; iron; In ethanol; at 95 ℃; for 1.5h;

DOI:10.1021/jo00116a020

Reference yield: 71.0%

2,3-dinitrobenzaldehyde + 2,4-dinitrobenzaldehyde (528-75-6) → 2,4-Diamino-benzaldehyde (98276-57-4)

Guidance literature:

With nitrogen; In water; acetic acid; ethyl acetate;

Reference yield:

4-nitro-2-aminobenzaldehyde (109466-84-4) → 2,4-Diamino-benzaldehyde (98276-57-4)

Guidance literature:

With ammonium hydroxide; iron(II) sulfate; In ethanol; Heating;

DOI:10.1021/jm00393a016

upstream raw materials:

4-amino-2-nitrobenzaldehyde

4-nitro-2-aminobenzaldehyde

2,4-dinitrobenzaldehyde

4-acetylamino-1-diacetoxymethyl-2-nitro-benzene

Downstream raw materials:

11-amino-20(RS)-camptothecin

2-Amino-4-(acetylamino)benzaldehyde

4'-trifluoromethyl-biphenyl-2-carboxylic acid (3-amino-4-formyl-phenyl)-amide

N-(3-amino-4-formylphenyl)-1-hydroxy-2,2,5,5-tetramethyl-3-pyrrolin-1-oxyl-3-carboxamide

Refernces

• 1、 Albert-Soriano, María,Trillo, Paz,Soler, Tatiana,Pastor, Isidro M.. "Versatile Barium and Calcium Imidazolium-Dicarboxylate Heterogeneous Catalysts in Quinoline Synthesis". supporting information. p. 6375 - 6381. Retrieved 2017/12/01.
• 2、 You, Liyan,Zhao, Xin,Li, Zhanting. "Self-assembly of vesicles by a 2,6-di(7-benzamidy)quinolin-2-yl)pyridine derivative tuned by an amphiphilic amide chain". experimental part. p. 1547 - 1552. Retrieved 2011/07/09.