methyl 4-(N-hydroxycarbamimidoyl)benzoate

Base Information

• Chemical Name: methyl 4-(N-hydroxycarbamimidoyl)benzoate
• CAS No.: 65695-05-8
• Molecular Formula: C9H10N2O3
• Molecular Weight: 194.19
• Hs Code.: 2925290090
• DSSTox Substance ID: DTXSID10984241
• Nikkaji Number: J1.510.647F
• Mol file: 65695-05-8.mol

Synonyms:65695-05-8;methyl 4-(N-hydroxycarbamimidoyl)benzoate;184778-33-4;Methyl 4-[amino(hydroxyimino)methyl]-benzenecarboxylate;methyl 4-[amino(hydroxyimino)methyl]benzoate;methyl 4-[(Z)-N'-hydroxycarbamimidoyl]benzoate;Methyl 4-[(Z)-amino(hydroxyimino)methyl]benzoate;4-(N-Hydroxycarbamimidoyl)-benzoic acid methyl ester;4-(carbomethoxy)benzamidoxime;DTXSID10984241;IGHWNCLZGNNKBN-UHFFFAOYSA-N;FT-0680949

Chemical Property of methyl 4-(N-hydroxycarbamimidoyl)benzoate

Chemical Property:

• Melting Point: 172-174 °C
• Boiling Point: 381.5 °C at 760 mmHg
• PKA: 13.88±0.50(Predicted)
• Flash Point: 184.5 °C
• PSA: 84.91000
• Density: 1.28 g/cm³
• LogP: 1.26800
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 194.06914219
• Heavy Atom Count: 14
• Complexity: 232

Purity/Quality:

99% ^*data from raw suppliers

Methyl4-(N-Hydroxycarbamimidoyl)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(C=C1)C(=NO)N

Technology Process of methyl 4-(N-hydroxycarbamimidoyl)benzoate

There total 8 articles about methyl 4-(N-hydroxycarbamimidoyl)benzoate 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%

4-cyanobenzoic acid methyl ester (1129-35-7) → methyl (Z)-4-(N’-hydroxycarbamimidoyl)benzoate (184778-33-4,65695-05-8)

Guidance literature:

With 8-quinolinol; hydroxylamine hydrochloride; sodium carbonate; In ethanol; water; for 4h; Reflux;

DOI:10.1021/jm800869t

Reference yield: 93.0%

4-cyanobenzoic acid methyl ester (1129-35-7) → methyl 4-(N’-hydroxycarbamimidoyl)benzoate (65695-05-8)

Guidance literature:

With hydroxylamine; In methanol; tert-butyl methyl ether; water; at 20 - 25 ℃; for 12.5h; Large scale;

Reference yield: 86.0%

4-cyanobenzoic acid methyl ester (1129-35-7) → methyl (E)-4-(N'-hydroxycarbamimidoyl)benzoate (184778-33-4,65695-05-8)

Guidance literature:

With hydroxylamine hydrochloride; sodium hydrogencarbonate; In methanol; at 75 ℃; for 6h;

DOI:10.1016/j.ejmech.2018.03.035

upstream raw materials:

4-cyanophenyl methyl ketone

4-cyanobenzoic acid methyl ester

4-cyanobenzoic Acid

Downstream raw materials:

methyl 4-(5-methyl-1,2,4-oxadiazol-3-yl)benzoate

methyl 4-(5-phenyl-1,2,4-oxadiazol-3-yl)benzoate

methyl 4-(5-thioxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)benzoate

methyl 4-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)benzoate

Refernces

• 1、 -. "AROMATIC RING OR HETEROAROMATIC RING COMPOUNDS, PREPARATION METHOD THEREFOR AND MEDICAL USE THEREOF". Paragraph 0094; 0098; 0101; 0105. . Retrieved 2021/12/18.
• 2、 -. "SUBSTITUTED 4-[5-(BENZOFURAN-2-YL)-1,2,4-OXADIAZOL-3-YL]BENZOIC ACID COMPOUNDS FOR USE IN THERAPY FOR NEUROPATHIC PAIN". Page/Page column 39-41. . Retrieved 2020/12/11.