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

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2-BROMO-5-CHLORO-4-METHYL-ANILINE Basic information
Product Name:2-BROMO-5-CHLORO-4-METHYL-ANILINE
Synonyms:2-BROMO-5-CHLORO-4-METHYL-ANILINE;2-Bromo-5-chloro-4-methyl-phenylamine;4-Amino-5-bromo-2-chlorotoluene;Benzenamine, 2-bromo-5-chloro-4-methyl-;2-bromo-5-chloro-4-methylbenzenamine;2-chloro-5-bromo-4-aminotoluene
CAS:102170-52-5
MF:C7H7BrClN
MW:220.49
EINECS:
Product Categories:Amines;blocks;Bromides
Mol File:102170-52-5.mol
2-BROMO-5-CHLORO-4-METHYL-ANILINE Structure
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
pka1.91±0.10(Predicted)
AppearanceWhite to off-white Solid
InChIInChI=1S/C7H7BrClN/c1-4-2-5(8)7(10)3-6(4)9/h2-3H,10H2,1H3
InChIKeyULCBEYQOSOVMMA-UHFFFAOYSA-N
SMILESC1(N)=CC(Cl)=C(C)C=C1Br
Safety Information
Hazard Codes Xi
HS Code 2921420090
MSDS Information
2-BROMO-5-CHLORO-4-METHYL-ANILINE Usage And Synthesis
Synthesis
3-Chloro-4-methylaniline

95-74-9

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

102170-52-5

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 Preparation Products And Raw materials
Raw materialsN-Acetyl 2-bromo-5-chloro-4-methylaniline-->3-Chloro-4-methylaniline-->Dichloromethane-->N-Bromosuccinimide
Preparation Products2-AMINO-4-CHLORO-5-METHYL-BENZONITRILE-->5-Bromo-2,4-dichlorotoluene
Tag:2-BROMO-5-CHLORO-4-METHYL-ANILINE(102170-52-5) Related Product Information
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