N-(5-Amino-2-methoxyphenyl)formamide

Base Information

• Chemical Name: N-(5-Amino-2-methoxyphenyl)formamide
• CAS No.: 78939-34-1
• Molecular Formula: C8H10N2O2
• Molecular Weight: 166.18
• European Community (EC) Number: 854-280-1
• DSSTox Substance ID: DTXSID60455335
• Wikidata: Q82277289
• Mol file: 78939-34-1.mol

Synonyms:2-Methoxy-5-aminoformanilide;78939-34-1;N-(5-Amino-2-methoxyphenyl)formamide;SCHEMBL5223314;DTXSID60455335;GAPCMYIHVRFISC-UHFFFAOYSA-N;AKOS006326875;N-(5-amino-2-methoxyphenyl)-formamide;FT-0671150;10.14272/GAPCMYIHVRFISC-UHFFFAOYSA-N.1;doi:10.14272/GAPCMYIHVRFISC-UHFFFAOYSA-N.1

Chemical Property of N-(5-Amino-2-methoxyphenyl)formamide

Chemical Property:

• PSA: 67.84000
• LogP: 2.07640
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: DMSO (Slightly)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 166.074227566
• Heavy Atom Count: 12
• Complexity: 152

Purity/Quality:

97% ^*data from raw suppliers

2-Methoxy-5-aminoformanilide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)N)NC=O
• Uses: 2-Methoxy-5-aminoformanilide (cas# 78939-34-1) is a compound useful in organic synthesis.

Technology Process of N-(5-Amino-2-methoxyphenyl)formamide

There total 2 articles about N-(5-Amino-2-methoxyphenyl)formamide 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: 93.0%

N-(2-methoxyl-5-nitrophenyl)formamide (149686-06-6) → N-(5-amino-2-methoxylphenyl)formamide (78939-34-1)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethanol; at 65 ℃;

DOI:10.1021/ja00408a067

Reference yield:

3-amino-4-methoxynitrobenzene (99-59-2) → N-(5-amino-2-methoxylphenyl)formamide (78939-34-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 92.5 percent / Ac₂O / 20 h / Ambient temperature

2: 80.5 percent / H₂ / 5percent Pd/C / dimethylformamide / 3 h / 35 °C / 1500.1 Torr

With hydrogen; acetic anhydride; palladium on activated charcoal; In N,N-dimethyl-formamide;

DOI:10.1002/hlca.19930760423

Reference yield: 55.6%

2-acetylpropanoic acid ethyl ester (609-14-3) + N-(5-amino-2-methoxylphenyl)formamide (78939-34-1) → ethyl pyruvate 3-formamido-4-methoxyphenyl-hydrazone (107575-59-7)

Guidance literature:

N-(5-amino-2-methoxylphenyl)formamide; With hydrogenchloride; In water; at -20 ℃; for 0.5h;

With sodium nitrite; In ethanol; water; at -15 ℃; for 0.833333h;

2-acetylpropanoic acid ethyl ester; Further stages;

upstream raw materials:

N-(2-methoxyl-5-nitrophenyl)formamide

3-amino-4-methoxynitrobenzene

Downstream raw materials:

ethyl pyruvate 3-formamido-4-methoxyphenyl-hydrazone

3-Formylamino-4-methoxy-benzenediazonium; chloride

4,5-Dihydro-4,5-dioxo-1H-pyrrolo<2,3-f>chinolin-2,7,9-tricarbonsaeure-(2-ethyl)(7,9-dimethyl)ester

pyrroloquinoline quinone

Refernces

• 1、 -. "PYRROLOQUINOLINE QUINONE DISODIUM SALT CRYSTAL". Paragraph 0106; 0107; 0108; 0109. . Retrieved 2015/11/10.
• 2、 Martin, Pierre,Steiner, Eginhard,Auer, Kurt,Winkler, Tammo. "Preparation of PQQ in the kg Scale". . p. 1667 - 1673. Retrieved 2007/10/02.