379468

Sigma-Aldrich

2-Amino-4-methoxy-6-methylpyrimidine

98%

Empirical Formula (Hill Notation):
C6H9N3O
CAS Number:
Molecular Weight:
139.16
Beilstein/REAXYS Number:
121733
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

98%

mp

156-158 °C (lit.)

solubility

methanol: soluble 1%, clear to very slightly hazy, colorless to yellow

SMILES string

COc1cc(C)nc(N)n1

InChI

1S/C6H9N3O/c1-4-3-5(10-2)9-6(7)8-4/h3H,1-2H3,(H2,7,8,9)

InChI key

SNWZXTZIZWBIDQ-UHFFFAOYSA-N

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General description

2-Amino-4-methoxy-6-methylpyrimidine (AMMP) is a pyrimidine derivative. It acts as electron donor and forms charge transfer complexes with iodine (σ-electron acceptor). The FTIR and FT-Raman spectra of 2-amino-4-methoxy-6-methylpyrimidine have been recorded to evaluate the energy, structural and thermodynamical parameters. Molecules of AMMP exhibit space group of Pnma and are joined by two N-H…N hydrogen bonds.

Application

2-Amino-4-methoxy-6-methylpyrimidine may be employed as nucleophile to investigate the regioselective introduction of some nucleophiles at the secondary position of Baylis-Hillman adducts. It may be used in the preparation of 2-amino-4-methoxy-6-methylpyrimidin-1-ium picrate.

Packaging

5, 25 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

N Prabavathi et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 136 Pt B, 192-204 (2014-12-03)
The FTIR and FT-Raman spectra of 2-amino-4-methoxy-6-methylpyrimidine (AMMP) and 2-amino-5-bromo-6-methyl-4-pyrimidinol (ABMP) have been recorded in the region 4000-450 and 4000-100 cm(-1), respectively. The optimized geometry, frequency and intensity of the vibrational bands of AMMP and ABMP were obtained by the...
Facile synthesis of Baylis-Hillman adducts bearing the carbamate or amide functional group at the secondary position.
Lee KY, et al.
Bull. Korean Chem. Soc., 25, 1966-1968 (2004)
Jerry P Jasinski et al.
Acta crystallographica. Section E, Structure reports online, 66(Pt 5), o1189-o1190 (2010-01-01)
In the title salt, C(6)H(10)N(3)O(+)·C(6)H(2)N(3)O(7) (-), the dihedral angle between the mean planes of the benzene and pyridine rings is 3.1 (1)°. In the cation, the meth-oxy group is almost coplanar with the pyridine ring [C-O-C-N = -0.6 (2)°]. The p-nitro [C-C-N-O...
Usama M Rabie et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 68(3), 605-611 (2007-02-24)
Interactions of some pyrimidine derivatives, 4-amino-2,6-dimethylpyrimidine, kyanmethin, (4AP), 2-amino-4,6-dimethylpyrimidine (2AP), 2-aminopyrimidine (AP), 2-amino-4-methylpyrimidine (AMP), 2-amino-4-methoxy-6-methylpyrimidine (AMMP), and 4-amino-5-chloro-2,6-dimethylpyrimidine (ACDP) as electron donors, with iodine (I(2)), as a typical sigma-electron acceptor, have been studied. Electronic absorption spectra of these interactions in...
Christopher Glidewell et al.
Acta crystallographica. Section C, Crystal structure communications, 59(Pt 1), o9-13 (2002-12-31)
Molecules of 2-amino-4-methoxy-6-methylpyrimidine, C(6)H(9)N(3)O, (I), lie on mirror planes in space group Pnma and are linked by two N-H...N hydrogen bonds [H...N = 2.26 and 2.34 A, N...N = 3.136 (2) and 3.212 (2) A, and N-H...N = 175 and...

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