Disperse Orange 76 synthesis
- Product Name:Disperse Orange 76
- CAS Number:13301-61-6
- Molecular formula:C17H15Cl2N5O2
- Molecular Weight:392.24
Yield:-
Reaction Conditions:
Stage #1:4-nitro-2,6-dichloroaniline with naphthalene-1,5-disulfonate in ethyl acetate at 50; for 0.166667 h;
Stage #2: with tert.-butylnitrite in ethyl acetate at 25; for 0.333333 h;
Stage #3:N-ethyl-N-(2-cyanoethyl)aniline with hydrogenchloride in water at 0 - 5; for 0.166667 h;
Steps:
2.4 Typical procedure for coupling
General procedure: N,N-Diethylaniline (10mmol) was dissolved in 80mL water with 1.2mL 37% hydrochloric acid and then the salmon pink diazonium salt of 2,4-dinitroaniline was quickly added within 2minat 0°C-5°C followed by adjusting the pH to 4-5 with 2M NaOH solution. The reaction endpoint was confirmed by color reaction using H-acid. The precipitated dye was filtered, washed with water and dried at 80°C to afford the crude product. The crude yield was 95.0% and the degree of purity was 97.0%.
References:
Qiu, Jinjing;Tang, Bingtao;Ju, Benzhi;Xu, Yuanji;Zhang, Shufen [Dyes and Pigments,2017,vol. 136,p. 63 - 69]