2-BROMO-5-CHLORO-4-METHYL-ANILINE Chemical Properties

Melting point:

90 °C

Boiling point:

281.3±35.0 °C(Predicted)

Density 

1.619±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

1.91±0.10(Predicted)

Appearance

White to off-white Solid

InChI

InChI=1S/C7H7BrClN/c1-4-2-5(8)7(10)3-6(4)9/h2-3H,10H2,1H3

InChIKey

ULCBEYQOSOVMMA-UHFFFAOYSA-N

SMILES

C1(N)=CC(Cl)=C(C)C=C1Br

Safety Information

Hazard Codes 

Xi

HS Code 

2921420090

2-BROMO-5-CHLORO-4-METHYL-ANILINE Usage And Synthesis

Synthesis

Example 4: (5-Chloro-2-((E)-3-(3-(4-fluorophenyl)-3,8-diazanaphthalen-1-yl)-3-oxopropenyl)-4-methylphenyl)urea; a) Synthesis of 2-bromo-5-chloro-4-methylaniline; 3-chloro-4-methylaniline (20.0 g, 0.141 mol) was dissolved in dichloromethane (200 mL) and a 5 minute A solution of N-bromosuccinimide (NBS, 25.1 g, 0.141 mol) in dichloromethane (800 mL) was added slowly over 5 min. The reaction mixture was stirred at room temperature for 5 minutes. Subsequently, the reaction solution was concentrated to about 200 mL and diluted with hexane (1000 mL). The precipitate was collected by filtration, and the filtrate was concentrated and dried and purified by silica gel column chromatography (eluent: hexane/tert-butyl methyl ether, 10:1) to afford the title compound as yellow crystals (12.3 g, 40% yield). A second title compound (7.5 g, 24% yield) was obtained by re-chromatographing the mixed grades.1H-NMR (400 MHz, DMSO-d6) δ (ppm): 2.13 (s, 3H); 5.32 (s, 2H, NH2); 6.81 (s, 1H); 7.31 (s, 1H). Mass spectra (m/z) ES+: 221 (100, [M]+); 219 (80); 184 (35); 140 (100); 104 (50); 77 (65); 52 (58); 51 (60).

References

[1] Patent: WO2005/103054, 2005, A2. Location in patent: Page/Page column 71
[2] Journal of Medicinal Chemistry, 2002, vol. 45, # 17, p. 3692 - 3702

2-BROMO-5-CHLORO-4-METHYL-ANILINE(102170-52-5)Related Product Information

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