Methyl 4-guanidinobenzoate

Base Information

• Chemical Name: Methyl 4-guanidinobenzoate
• CAS No.: 122228-09-5
• Molecular Formula: C9H11 N3 O2
• Molecular Weight: 193.205
• ChEMBL ID: CHEMBL1160765
• DSSTox Substance ID: DTXSID70559217
• Nikkaji Number: J2.771.270C
• Mol file: 122228-09-5.mol

Synonyms:122228-09-5;methyl 4-(diaminomethylideneamino)benzoate;Benzoic acid, 4-[(aminoiminomethyl)amino]-, methyl ester (9CI);methyl 4-amino(immino)methylaminobenzoate;Methyl 4-guanidinobenzoate;Methyl 4-carbamimidamidobenzoate;SCHEMBL4066290;CHEMBL1160765;DTXSID70559217;MNUVBGMYHJEDJB-UHFFFAOYSA-N;4-Guanidino-benzoic Acid Methyl Ester;AKOS006336786;Methyl 4-[(diaminomethylidene)amino]benzoate;EN300-238762

Chemical Property of Methyl 4-guanidinobenzoate

Chemical Property:

• PSA: 88.20000
• LogP: 1.65160
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 193.085126602
• Heavy Atom Count: 14
• Complexity: 228

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 4-guanidinobenzoate

There total 5 articles about Methyl 4-guanidinobenzoate 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%

4-guanidinobenzoic acid (16060-65-4) → N-(p-methoxycarbonylphenyl)guanidine (122228-09-5)

Guidance literature:

With thionyl chloride; In methanol; dichloromethane;

Reference yield: 92.0%

methanol (67-56-1) + 4-guanidinobenzoic acid hydrochloride (42823-46-1) → N-(p-methoxycarbonylphenyl)guanidine (122228-09-5)

Guidance literature:

methanol; 4-guanidinobenzoic acid hydrochloride; With acetyl chloride; at 0 - 20 ℃; for 16.33h; Inert atmosphere;

With sodium hydrogencarbonate; In methanol; at 0 ℃;

Reference yield: 49.0%

1-(4-methoxycarbonylphenyl)-2-thiourea → C9H11N3O2 + N-(p-methoxycarbonylphenyl)guanidine (122228-09-5)

Guidance literature:

1-(4-methoxycarbonylphenyl)-2-thiourea; With iron(III) sulphate monohydrate; potassium carbonate; In dimethyl sulfoxide; at 20 ℃; for 2h;

With ammonium hydroxide; In dimethyl sulfoxide; at 20 ℃; for 3h;

DOI:10.1080/17415993.2021.1909589

upstream raw materials:

4-guanidinobenzoic acid

methanol

4-guanidinobenzoic acid hydrochloride

methyl 4-iodobenzoate

Downstream raw materials:

C₂₁H₁₉N₅O₃

C₁₉H₁₅N₅O₂

C₂₁H₁₆F₃N₅O₂

C₂₁H₁₉N₅O₃

Refernces

• 1、 Tsubokura, Kazuki,Iwata, Takayuki,Taichi, Misako,Kurbangalieva, Almira,Fukase, Koichi,Nakao, Yoichi,Tanaka, Katsunori. "Direct guanylation of amino groups by cyanamide in water: Catalytic generation and activation of unsubstituted carbodiimide by scandium(iii) triflate". . p. 1302 - 1306. Retrieved 2014/06/10.
• 2、 -. "FUSED HETEROCYCLYC INHIBITOR COMPOUNDS". Page/Page column 62. . Retrieved 2010/03/02.