4-Amino-5-aminomethyl-2-methylpyrimidine Chemical Properties

Melting point:

270-272°C

Boiling point:

121-125 °C

Density 

1.207

vapor pressure 

0.012-0.019Pa at 20-25℃

storage temp. 

-20°C Freezer

solubility 

DMSO (Slightly), Methanol (Slightly, Heated), Water (Slightly)

form 

Solid

pka

7.70±0.29(Predicted)

color 

Off-White to Beige

PH

10.65 at 20℃ and 10g/L

InChI

InChI=1S/C6H10N4/c1-4-9-3-5(2-7)6(8)10-4/h3H,2,7H2,1H3,(H2,8,9,10)

InChIKey

OZOHTVFCSKFMLL-UHFFFAOYSA-N

SMILES

C1(C)=NC=C(CN)C(N)=N1

LogP

-2.27 at 20℃ and pH7

Surface tension

72.77mN/m at 1g/L and 20℃

Safety Information

HS Code 

2933599590

4-Amino-5-aminomethyl-2-methylpyrimidine Usage And Synthesis

Chemical Properties

Off-White Solid

Uses

Substrate for TenA enzyme in the thiamin salvage pathway

Definition

ChEBI: An aminopyrimidine compound having its amino substituent at the 4-position together with methyl and aminomethyl substituents at the 2- and 5-positions respectively.

Synthesis

In an autoclave, the mixture of 4-Amino-5-aminomethyl-2-methylpyrimidine (2.0 kg, 15 mol), modified Raney nickel (wet weight 300 g), and saturated methanol solution of ammonia (20 L) was heated to 100 ℃ and stirred for 5 h at this temperature under 4 MPa hydrogen pressure. Then, the mixture was cooled to room temperature and filtered; 4-Amino-5-aminomethyl-2-methyl pyrimidine was obtained as a white solid (2.0 kg, 98%) by concentrating the filtrate[1].

References

[1] Lei Zhao, Fen-Er Chen, Xiao-Dong Ma. “Development of Two Scalable Syntheses of 4-Amino-5-aminomethyl-2-methylpyrimidine: Key Intermediate for Vitamin B1.” Organic Process Research & Development 16 1 (2011): 57–60.

4-Amino-5-aminomethyl-2-methylpyrimidine (95-02-3)Related Product Information

• Thiamine disulfide
• Thiamine chloride
• Cocarboxylase
• Nimustine
• Prosultiamine
• THIAMINE MONOPHOSPHATE CHLORIDE
• Amprolium Hydrochloride
• Thiamine nitrate
• 4-Amino-5-aminomethyl-2-methylpyrimidine
• Cocarboxylase tetrahydrate
• Amprolium
• 3-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methylthiazolium dodecyl sulfate
• 5-PYRIMIDINEMETHANAMINE
• 2-Methylpyrimidine
• HYDROXYETHYLTHIAMINE HYDROCHLORIDE
• 5-[(3,6-DIHYDRO-4-PHENYL-1(2H)-PYRIDINYL)METHYL]-2-METHYL-4-PYRIMIDINAMINE DIHYDROCHLORIDE
• THIAMINE DISULFIDE NITRATE
• THIOCHROME