4-Amino-2-methylpyrimidine-5-carbonitrile

Base Information

• Chemical Name: 4-Amino-2-methylpyrimidine-5-carbonitrile
• CAS No.: 698-29-3
• Molecular Formula: C6H6N4
• Molecular Weight: 134.14
• Hs Code.: 2933599090
• European Community (EC) Number: 211-814-2
• NSC Number: 459
• UNII: EH6ED3UPV9
• DSSTox Substance ID: DTXSID90220093
• Nikkaji Number: J38.366J
• Wikidata: Q63396097
• Mol file: 698-29-3.mol

Synonyms:4-Amino-2-methylpyrimidine-5-carbonitrile;698-29-3;4-Amino-5-cyano-2-methylpyrimidine;4-Amino-2-methyl-5-pyrimidinecarbonitrile;5-Pyrimidinecarbonitrile, 4-amino-2-methyl-;EH6ED3UPV9;NSC-459;EINECS 211-814-2;MFCD00084875;5-CYANO-4-AMINO-2-METHYLPYRIMIDINE;EC 211-814-2;NSC459;rel-trans-Silandrin;UNII-EH6ED3UPV9;SCHEMBL584580;DTXSID90220093;NSC 459;AMY15217;BCP29739;2-Methyl-4-amino-5-cyan-pyrimidin;BBL028175;STL299658;4-amino-5-cyano-2-methyl-pyrimidine;AKOS004121488;AB03160;CS-4345;CS-W013382;148812-29-7;SY060379;2-METHYL-4-AMINO-5-CYANOPYRIMIDINE;4-amino-2-methyl-pyrimidine-5-carbonitrile;4-Amino-2-methyl-5-pyrimidinecarbonitrile #;FT-0617467;EN300-43710;Pynitrile;A12284;AM-807/25050012;J-514339;Q63396097;4-amino-2-methyl-pyrimidine-5-carbonitrile, AldrichCPR;Z444840554

Chemical Property of 4-Amino-2-methylpyrimidine-5-carbonitrile

Chemical Property:

• Appearance/Colour: Pale-Yellow Crystalline Solid
• Melting Point: 249 °C
• Boiling Point: 315.6 °C at 760 mmHg
• PKA: 3.00±0.10(Predicted)
• Flash Point: 144.7 °C
• PSA: 75.59000
• Density: 1.27 g/cm³
• LogP: 0.82008
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO, Ethanol, Methanol
• Water Solubility.: Slightly soluble in water (6.4 g/L at 25°C). Soluble in dimethyl sulfoxide, ethanol and methanol.
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 134.059246208
• Heavy Atom Count: 10
• Complexity: 158

Purity/Quality:

99.9% ^*data from raw suppliers

4-Amino-5-cyano-2-methylpyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=C(C(=N1)N)C#N
• Uses: 4-Amino-5-cyano-2-methylpyrimidine is used as a pharmaceutical intermediate.

Technology Process of 4-Amino-2-methylpyrimidine-5-carbonitrile

There total 46 articles about 4-Amino-2-methylpyrimidine-5-carbonitrile 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: 98.1%

Trimethyl orthoacetate (1445-45-0) + 2-cyanoethylamine (151-18-8,60585-38-8) + CYANAMID (420-04-2) → 2-methyl-4-amino-5-cyanopyrimidine (698-29-3)

Guidance literature:

Trimethyl orthoacetate; 2-cyanoethylamine; In methanol; at 50 - 55 ℃; for 2h;

CYANAMID; In methanol; at 55 - 60 ℃; for 3h; Temperature; Solvent; Further stages;

Reference yield: 97.0%

ethanimidamide hydrochloride + 1-(dimethylamine)-2,2-dicyanoethylene (16849-88-0) → 2-methyl-4-amino-5-cyanopyrimidine (698-29-3)

Guidance literature:

ethanimidamide hydrochloride; With sodium methylate; In methanol; for 0.166667h; Cooling with ice;

1-(dimethylamine)-2,2-dicyanoethylene; In methanol; at 20 ℃; for 12.5h;

Reference yield: 93.6%

1-(dimethylamine)-2,2-dicyanoethylene (16849-88-0) + acetamidine hydrochloride (124-42-5) → 2-methyl-4-amino-5-cyanopyrimidine (698-29-3)

Guidance literature:

acetamidine hydrochloride; With sodium methylate; In methanol; at 0 ℃; for 0.333333h;

1-(dimethylamine)-2,2-dicyanoethylene; In methanol; at 55 ℃; for 0.5h; under 750.075 - 3000.3 Torr; Temperature; Pressure; Inert atmosphere;

upstream raw materials:

2-methyl-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile

4-chloro-2-methylpyrimidine-5-carbonitrile

2-methyl-4-amino-5-(carboxamidemethyl)pyrimidine

4-ethoxy-2-methyl-pyrimidine-5-carbonitrile

Downstream raw materials:

2-methyl-4-amino-5-formylaminomethylpyrimidine

(4-amino-2-methyl-pyrimidin-5-ylmethyl)-(4-amino-2-methyl-pyrimidin-5-ylmethylen)-amine

5-(aminomethyl)-2-methylpyrimidin-4-amine

2-methyl-4-amino-5-(carboxamidemethyl)pyrimidine

Refernces

• 1、 Meshi,Sato. "Studies on metabolism of thiamine in rats. I. Cleavage of thiamine molecule in vivo.". . p. 1445 - 1450. Retrieved 1968.
• 2、 Chen, Fener,Huang, Huashan,Jiang, Meifen,Liu, Minjie. "Fully Continuous Flow Synthesis of 5-(Aminomethyl)-2-methylpyrimidin-4-amine: A Key Intermediate of Vitamin B1". . p. 2331 - 2337. Retrieved 2021/10/25.
• 3、 Wu, Wen-Neng,Jiang, Yang-Ming,Fei, Qiang-,Du, Hai-Tang. "Synthesis and fungicidal activity of novel 1,2,4-triazole derivatives containing a pyrimidine moiety". . p. 1171 - 1175. Retrieved 2019/07/05.