Ethyl 5,6-diaminonicotinate

Base Information

• Chemical Name: Ethyl 5,6-diaminonicotinate
• CAS No.: 219762-81-9
• Molecular Formula: C8H11N3O2
• Molecular Weight: 181.19200
• DSSTox Substance ID: DTXSID50432175
• Wikidata: Q82246232
• Mol file: 219762-81-9.mol

Synonyms:ethyl 5,6-diaminonicotinate;219762-81-9;5,6-Diaminopyridine-3-carboxylic acid ethyl ester;Ethyl 5,6-diaminopyridine-3-carboxylate;starbld0000391;SCHEMBL710842;DTXSID50432175;ZKTFWAVPUQOQSI-UHFFFAOYSA-N;5,6-diamino-nicotinic acid ethyl ester;CS-0289366;FT-0727156;EN300-25989031

Chemical Property of Ethyl 5,6-diaminonicotinate

Chemical Property:

• PSA: 91.23000
• LogP: 1.58510
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 181.085126602
• Heavy Atom Count: 13
• Complexity: 186

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Ethyl 5,6-diaminonicotinate

There total 2 articles about Ethyl 5,6-diaminonicotinate 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%

ethyl 6-amino-5-nitronicotinate (90765-07-4) → 5,6-diamino-nicotinic acid ethyl ester (219762-81-9)

Guidance literature:

With water; calcium chloride; zinc; In ethanol; for 2h; Reflux;

Reference yield:

5-nitro-6-aminonicotinic acid (89488-06-2) → 5,6-diamino-nicotinic acid ethyl ester (219762-81-9)

Guidance literature:

Multi-step reaction with 2 steps

2: ammonium chloride / iron / ethanol; water / 6 h / 50 °C / Heating / reflux

With ammonium chloride; iron; In ethanol; water;

Reference yield:

5,6-diamino-nicotinic acid ethyl ester (219762-81-9) + 2,5-diisopropyloxybenzoic acid → ethyl 2-(2,5-diisopropoxyphenyl)-3H-imidazo[4,5-b]pyridine-6-carboxylate (927908-34-7)

Guidance literature:

5,6-diamino-nicotinic acid ethyl ester; 2,5-diisopropyloxybenzoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

With acetic acid; In ethanol; at 180 ℃; for 0.666667h; Microwave irradiation;

upstream raw materials:

ethyl 6-amino-5-nitronicotinate

5-nitro-6-aminonicotinic acid

Downstream raw materials:

ethyl 2-(2,5-diisopropoxyphenyl)-3H-imidazo[4,5-b]pyridine-6-carboxylate