5-BROMO-2-METHYL-PYRIMIDINE Chemical Properties

Melting point:

80.0 to 85.0 °C

Boiling point:

195.2±13.0 °C(Predicted)

Density 

1.596±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,2-8°C

solubility 

soluble in Methanol

pka

0.46±0.22(Predicted)

form 

Solid

color 

Light yellow to Brown

λmax

266nm(EtOH)(lit.)

InChI

InChI=1S/C5H5BrN2/c1-4-7-2-5(6)3-8-4/h2-3H,1H3

InChIKey

NEDJTEXNSTUKHW-UHFFFAOYSA-N

SMILES

C1(C)=NC=C(Br)C=N1

Safety Information

Hazard Codes 

Xi

HS Code 

2933599590

5-BROMO-2-METHYL-PYRIMIDINE Usage And Synthesis

Uses

5-BROMO-2-METHYL-PYRIMIDINE is a disubstituted pyrimidine derivative with strong insecticidal effects on house flies.

Synthesis

General procedure for the synthesis of 5-bromo-2-methylpyrimidine from 2-methyl-5-bromopyrimidine-4-carboxylic acid: 5-bromo-2-methylpyrimidine-4-carboxylic acid (350 mg, 1.6 mmol) was dissolved in xylene (5 mL), and the reaction was carried out at reflux for 2 hours. After the reaction was completed, the reaction mixture was cooled to room temperature and directly sampled onto a silica gel column. Gradient elution with petroleum ether and petroleum ether solution containing 5% (v/v) ethyl acetate was carried out sequentially, and the target fraction was collected to give 5-bromo-2-methylpyrimidine (170 mg, 61% yield) as a white solid.LC-MS (m/z): 173 [M + H]+. 1H NMR (400 MHz, DMSO-d6) δ: 2.59 (s, 3H), 8.87 ( s, 2H).

References

[1] Patent: WO2011/130628, 2011, A1. Location in patent: Page/Page column 176
[2] Patent: US2013/102595, 2013, A1. Location in patent: Paragraph 0366
[3] Patent: JP2015/187145, 2015, A. Location in patent: Paragraph 0320
[4] Patent: WO2014/131855, 2014, A1. Location in patent: Page/Page column 56
[5] Collection of Czechoslovak Chemical Communications, 1949, vol. 14, p. 223,228

5-BROMO-2-METHYL-PYRIMIDINE(7752-78-5)Related Product Information

• 5-BROMOPYRIMIDINE-2-CARBOXYLIC ACID
• (5-Bromopyrimidin-2-yl)acetic acid ethyl ester
• ETHYL 2-(5-BROMOPYRIMIDIN-2-YL)-2-CYANOACETATE
• 5-Bromopyrimidine-2-carbonitrile
• 5-BROMO-2-METHYL-PYRIMIDINE
• 5-bromo-2-(trifluoromethyl)pyrimidine
• 5-Bromo-2-methyl-4-pyrimidinecarboxylic acid
• 5-bromo-2-phenylpyrimidin-4-ol
• 2-(5-BROMOPYRIMIDIN-2-YL)MALONIC ACID DIETHYL ESTER
• 2-tert-Butyl-5-bromopyrimidine
• 5-BROMO-2-METHYL-4(1H)-PYRIMIDINONE
• 5-BROMO-4-CHLORO-2-PHENYLPYRIMIDINE
• 5-BROMO-2-METHYL-PYRIMIDIN-4-YLAMINE
• 5-BROMO-4-HYDRAZINO-2,6-DIPHENYLPYRIMIDINE
• 5-BROMO-2,4-DITERT-BUTYL-6-HYDRAZINOPYRIMIDINE
• 4,5-DIBROMO-2,6-DIPHENYLPYRIMIDINE
• 5-BROMO-4,6-DICHLORO-2-METHYLPYRIMIIDNE