Welcome to chemicalbook!
Chinese English Japanese Germany Korea
010-86108875
Try our best to find the right business for you.
Do not miss inquiry messages Please log in to view all inquiry messages.

Welcome back!

ChemicalBook CAS DataBase List 2,4-DICHLORO-3-AMINO-6-BROMOPYRIDINE
237435-16-4

2,4-DICHLORO-3-AMINO-6-BROMOPYRIDINE synthesis

4synthesis methods
2,4-DICHLORO-3-AMINOPYRIDINE

173772-63-9

2,4-DICHLORO-3-AMINO-6-BROMOPYRIDINE

237435-16-4

(d) Synthesis of 3-amino-6-bromo-2,4-dichloropyridine. 3-Amino-2,4-dichloropyridine (500 mg, 3.1 mmol) was dissolved in N,N-dimethylformamide (DMF, 16 mL) and cooled to 0 °C in an ice-water bath. Subsequently, a solution of N-bromosuccinimide (660 mg, 3.7 mmol) in DMF (7 mL) was slowly added dropwise. After 15 min of reaction, the reaction mixture was poured into water and extracted with ethyl acetate (EtOAc, 2×). The organic phases were combined, washed sequentially with water and saturated saline, dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure to give a red residue. The residue was dissolved in a mixed solvent of ethyl acetate/hexane with a volume ratio of 1:1, filtered through a silica gel short column, and concentrated again under reduced pressure to give 0.68 g of the title compound in colorless crystalline form (90% yield). 1H NMR (DMSO-d6, 500 MHz): δ 6.10 (s, 2H), 7.69 (s, 1H). Mass spectrum (MS) m/z: 243 ([M+H]+, 81Br), 241 ([M+H]+, 79Br).

-

Yield:-

Steps:

Multi-step reaction with 2 steps
1: 90 percent / SnCl2*2H2O; conc. aq. HCl / diethyl ether / 20 °C
2: 90 percent / N-bromosuccinimide / dimethylformamide / 0.25 h / 0 °C

References:

Norman;Chen;Chen;Fotsch;Hale;Han;Hurt;Jenkins;Kincaid;Liu;Lu;Moreno;Santora;Sonnenberg;Karbon [Journal of Medicinal Chemistry,2000,vol. 43,# 22,p. 4288 - 4312]

2,4-DICHLORO-3-AMINO-6-BROMOPYRIDINE Related Search: