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Sigma-Aldrich

2-Amino-4,6-dimethoxypyrimidine

98%

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About This Item

Empirical Formula (Hill Notation):
C6H9N3O2
CAS Number:
Molecular Weight:
155.15
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

mp

94-96 °C (lit.)

SMILES string

COc1cc(OC)nc(N)n1

InChI

1S/C6H9N3O2/c1-10-4-3-5(11-2)9-6(7)8-4/h3H,1-2H3,(H2,7,8,9)

InChI key

LVFRCHIUUKWBLR-UHFFFAOYSA-N

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General description

2-Amino-4,6-dimethoxypyrimidine is identified as degradation product of sulfosulphuron in agricultural soil by ESI LC-MS/MS analysis. It was isolated as metabolite during the biodegradation of bensulphuron-methyl by Penicillium pinophilum by liquid chromatography-mass spectrometry. The FTIR and FT-Raman spectra of 2-amino-4,6-dimethoxypyrimidine has been reported. Hydrogen bonding in the molecules of 2-amino-4,6-di­methoxy­pyrimidine has been investigated.

Application

2-Amino-4,6-dimethoxypyrimidine is suitable for use in the preparation of cocrystal 2-amino-4,6-dimethoxypyrimidine-anthranilic acid (1/1).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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U Yadav et al.
Letters in applied microbiology, 59(5), 479-486 (2014-07-22)
Sulfosulphuron-degrading fungus was isolated by enrichment technique from the sulfosulphuron-contaminated soil of wheat rhizosphere. To assess the biodegradation potential of isolated Trichoderma sp., minimal potato dextrose agar broth with different levels of sulfosulphuron (up to 2 g l(-1) ) was evaluated in
Kaliyaperumal Thanigaimani et al.
Acta crystallographica. Section E, Structure reports online, 64(Pt 1), o107-o108 (2007-01-01)
In the title cocrystal, C(6)H(9)N(3)O(2)·C(7)H(7)NO(2), the asymmetric unit contains two crystallographically independent 2-amino-4,6-dimeth-oxy pyrimidine-anthranilic acid adducts. The 2-amino-4,6-dimeth-oxy pyrimidine mol-ecules inter-act with the carboxylic group of the respective anthranilic acid mol-ecules through N-H⋯O and O-H⋯N hydrogen bonds, forming a cyclic
N Sundaraganesan et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 65(5), 1186-1196 (2006-07-11)
The FTIR and FT-Raman spectra of 2-amino-4,6-dimethoxypyrimidine (2A46DMP) has been recorded in the region 4000-400 cm(-1) and 3500-100 cm(-1), respectively. The optimized geometry, frequency and intensity of the vibrational bands of 2A46DMP were obtained by the ab initio and DFT
John N Low et al.
Acta crystallographica. Section C, Crystal structure communications, 58(Pt 5), o289-o294 (2002-05-02)
Molecules of 2-amino-4,6-dimethoxypyrimidine, C(6)H(9)N(3)O(2), (I), are linked by two N-H.N hydrogen bonds [H.N 2.23 and 2.50 A, N.N 3.106 (2) and 3.261 (2) A, and N-H.N 171 and 145 degrees ] into a chain of fused rings, where alternate rings
Caitlin Rering et al.
Journal of agricultural and food chemistry, 65(15), 3103-3108 (2017-04-04)
Imazosulfuron, a sulfonylurea herbicide used in rice cultivation, has been shown to undergo photodegradation in water, but neither the photochemical mechanism nor the role of indirect photolysis is known. The purpose of this study was to investigate the underlying processes

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