1-(4-Methoxyphenyl)guanidine

Base Information

• Chemical Name: 1-(4-Methoxyphenyl)guanidine
• CAS No.: 67453-80-9
• Molecular Formula: C8H11N3O
• Molecular Weight: 165.195
• European Community (EC) Number: 666-823-8
• DSSTox Substance ID: DTXSID50394385
• Nikkaji Number: J259.250I
• ChEMBL ID: CHEMBL297076
• Mol file: 67453-80-9.mol

Synonyms:1-(4-Methoxyphenyl)guanidine;67453-80-9;N-(4-METHOXY-PHENYL)-GUANIDINE;2-(4-methoxyphenyl)guanidine;N-(4-methoxyphenyl)guanidine;CHEMBL297076;SCHEMBL1186050;DTXSID50394385;VGFALHATLLBXIT-UHFFFAOYSA-N;AMY27632;BDBM50100969;MFCD04114642;AKOS000266462;SB38240;1N-amino(immino)methyl-4-methoxyaniline;PD129494;CS-0454817;FT-0691243;EN300-44068;A835754;112677-02-8

Chemical Property of 1-(4-Methoxyphenyl)guanidine

Chemical Property:

• PSA: 71.13000
• LogP: 1.87360
• Storage Temp.: 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 165.090211983
• Heavy Atom Count: 12
• Complexity: 158

Purity/Quality:

98% ^*data from raw suppliers

N-(4-Methoxy-phenyl)-guanidine 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)N=C(N)N

Technology Process of 1-(4-Methoxyphenyl)guanidine

There total 15 articles about 1-(4-Methoxyphenyl)guanidine 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: 97.0%

4-methoxy-aniline (104-94-9) + 4-benzyl-3,5-dimethyl-1H-pyrazole-1-carboximidamide hydrochloride → 1-(4-methoxyphenyl)guanidine (67453-80-9)

Guidance literature:

With triethylamine; In acetonitrile; at 60 ℃; for 24h;

DOI:10.1016/S0040-4039(01)02403-0 DOI:10.1055/s-2006-926284

Reference yield: 80.0%

CYANAMID (420-04-2) + 4-methoxy-aniline (104-94-9) → 1-(4-methoxyphenyl)guanidine (67453-80-9)

Guidance literature:

With scandium tris(trifluoromethanesulfonate); In water; at 100 ℃; for 48h;

DOI:10.1055/s-0033-1341080

Reference yield: 72.0%

polystyrene-bound 3,5-dimethyl-1H-pyrazole-1-carboxamidine hydrochloride, <= 1.8 mmol active pyrazole-1-carboxamidine groups per gram resin + 4-methoxy-aniline (104-94-9) → 1-(4-methoxyphenyl)guanidine (67453-80-9)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 60 ℃; for 24h;

DOI:10.1055/s-2006-926284

upstream raw materials:

ethylmagnesium iodide

diethyl ether

N-cyano-N'-(4-methoxyphenyl)guanidine

CYANAMID

Downstream raw materials:

1-(4-methoxy-phenyl)-5-phenyl-biguanide

1-isopropyl-5-(4-methoxy-phenyl)-biguanide

1,4-dihydro-N²-(4-methoxyphenyl)-6-methyl-4-phenyl-2-pyrimidinamine

N-(4-methoxyphenyl)-4-(2-methylimidazo[1,2-a]pyrimidin-3-yl)pyrimidin-2-amine

Refernces

• 1、 Iwata, Takayuki,Otsuka, Satoshi,Tsubokura, Kazuki,Kurbangalieva, Almira,Arai, Daisuke,Fukase, Koichi,Nakao, Yoichi,Tanaka, Katsunori. "One-Pot Evolution of Ageladine A through a Bio-Inspired Cascade towards Selective Modulators of Neuronal Differentiation". supporting information. p. 14707 - 14716. Retrieved 2016/10/03.
• 2、 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.