1,2-Benzenediol, 4-(2-aminoethyl)-5-nitro-

Base Information

• Chemical Name: 1,2-Benzenediol, 4-(2-aminoethyl)-5-nitro-
• CAS No.: 21581-49-7
• Molecular Formula: C8H10N2O4
• Molecular Weight: 198.178
• DSSTox Substance ID: DTXSID20448788
• Nikkaji Number: J1.251.182E
• Wikidata: Q27216097
• ChEMBL ID: CHEMBL40212
• Mol file: 21581-49-7.mol

Synonyms:6-nitrodopamine

Chemical Property of 1,2-Benzenediol, 4-(2-aminoethyl)-5-nitro-

Chemical Property:

• XLogP3: 0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 198.06405680
• Heavy Atom Count: 14
• Complexity: 206

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1O)O)[N+](=O)[O-])CCN

Technology Process of 1,2-Benzenediol, 4-(2-aminoethyl)-5-nitro-

There total 2 articles about 1,2-Benzenediol, 4-(2-aminoethyl)-5-nitro- 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: 100.0%

dopamine (51-61-6) → 4-(2-aminoethyl)-5-nitrobenzene-1,2-diol (21581-49-7)

Guidance literature:

With phosphate buffer pH 7.4; sodium nitrite; Ambient temperature;

DOI:10.1016/0040-4039(94)85368-1

Reference yield: 77.0%

dopamine hydrochloride (62-31-7) → 4-(2-aminoethyl)-5-nitrobenzene-1,2-diol (21581-49-7)

Guidance literature:

With sulfuric acid; sodium nitrite; In water; at 0 - 5 ℃;

DOI:10.1002/anie.201108629

Reference yield: 84.0%

(1,2-bis(diphenylphosphanyl)ethane)dichloridopalladium(II) (19978-61-1) + 4-(2-aminoethyl)-5-nitrobenzene-1,2-diol (21581-49-7) → (dppe)Pd(5-nitrodopamine(2-)) (868962-05-4)

Guidance literature:

With NaBF₄; KOH; In dichloromethane; water; under N2 atm. to suspn. NaBF4 and (dppe)PdCl2 in CH2Cl2 aq. soln. 5-nitrodopamine and KOH was added and stirred for 1 h; CH2Cl2 was added, organic layer was dried over MgSO4, filtered, and concd., MeOH was added, solvent was removed in vacuo, residue was dried in vacuo; elem. anal.;

DOI:10.1021/om050639h

upstream raw materials:

dopamine

dopamine hydrochloride

Downstream raw materials:

(dppe)Pd(5-nitrodopamine^(2-))