ChemicalBook CAS DataBase List 1-N-ACETYL-3-NITRO-P-PHENYLENEDIAMINE

1-N-ACETYL-3-NITRO-P-PHENYLENEDIAMINE synthesis

11synthesis methods

Product Name:1-N-ACETYL-3-NITRO-P-PHENYLENEDIAMINE
CAS Number:6086-29-9
Molecular formula:C8H9N3O3
Molecular Weight:195.18

5307-14-2 Synthesis

5307-14-2
347 suppliers
$5.00/10g

108-24-7
5 suppliers
$14.00/250ML

6086-29-9
24 suppliers
$57.50/500mg

Yield:6086-29-9 90%

Reaction Conditions:

in acetone;

Steps:

1.B 1 -Amino -2-nitro-4-acetamidobenzene

1 ,4-diamino-2-nitrobenzene (2-nitro- 1,4-phenylenediamine) was selectively acetylated according to the method of McFarlane et al., J. Chem. Soc. Perkin Trans., 691 (1988) incorporated herein by reference. The amine meta to the nitro group is readily acetylated using acetic anhydride in acetone (the amine ortho to theintro group is strongly deactivated). The yield of 1-Amino-2-nitro-4-acetamidobenzene (2- nitro-4-acetamido aniline) was> 90%. Characterization: ‘H NMR (CD3OD) d [ppm]: 8.3 (m, 1 H, ArH), 7.5 (M, 1 H, ArH), 6.9 (M, 1 H, ArH), 2.1 (s, 3 H, acetyl CH3) in good agreement with McFarlane. JR (nujolINaCl) n [cm’]: 3470 (s, str, HOAc), 3340-3150 (m, mlstr, acetamide ArNH + ArNH2), 1661 (s, str, acetaniide CO), 1643 (s, str, H bondedacetamide CO), 1592 (s, mlw, aryl stretch), 1547 (s, str, ArNO2) & 1512 (s, mArNO2). Anal. (Dried at 80 °C) Calcd for C8H9N30,: C, 49.23; H, 4.65; N, 21.53. Found: C, 49.36; H, 4.55; N, 21.31.

References:

WO2017/53564,2017,A1 Location in patent:Page/Page column 82

5345-53-9 Synthesis