4-CHLORO-3-IODOANILINE Chemical Properties

Melting point:

70 °C

Boiling point:

322.3±27.0 °C(Predicted)

Density 

2.015±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

form 

solid

pka

3.00±0.10(Predicted)

color 

Brown to very dark brown

Safety Information

HS Code 

2921420090

4-CHLORO-3-IODOANILINE Usage And Synthesis

Synthesis

2) Preparation of 4-chloro-3-iodoaniline (compounds 1-4): a mixture of compounds 1-3 (37 g, 0.13 mol), iron powder (29.3 g, 0.52 mol), and NH4Cl (7 g, 0.13 mol) was dissolved in EtOH/H2O (200 mL/100 mL) and the reaction was stirred for 3 hr at 75 °C. Upon completion of the reaction, the reaction mixture was filtered and concentrated under reduced pressure to remove most of the EtOH. the remaining mixture was extracted with ethyl acetate, washed sequentially with water and saturated saline, and the organic phase was dried with anhydrous Na2SO4. After concentration under reduced pressure, 3-iodo-4-chloroaniline (compounds 1-4) was obtained as a yellow solid (32 g, 97% yield).LCMS: m/z 254.0 [M + 1]+.1H NMR (400 MHz, CDCl3): δ 3.65 (br, 2H), 6.58 (dd, J = 8.8 Hz, 2.4 Hz, 1H), 7.15-7.17 (m, 2H).

References

[1] Patent: US2014/18368, 2014, A1. Location in patent: Paragraph 0162; 0164
[2] European Journal of Medicinal Chemistry, 2017, vol. 141, p. 721 - 733
[3] Journal of the American Chemical Society, 2007, vol. 129, # 51, p. 15919 - 15926
[4] Journal of the Chemical Society, 1951, p. 1774,1778
[5] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 19, p. 5576 - 5581

4-CHLORO-3-IODOANILINE(573764-31-5)Related Product Information

• 2,4－difluoro-3-chloroaniline