2,2'-[[5-acetamido-4-[(2-chloro-4,6-dinitrophenyl)azo]-2-methoxyphenyl]imino]diethyl diacetate synthesis

Yield:3618-73-3 98%

Reaction Conditions:

Stage #1: 2-chloro-4,6-dinitroanilinewith nitrosylsulfuric acid;sulfuric acid at 0;
Stage #2: 3-N,N-bis-β-acetoxyethylamino-4-methoxyacetanilidewith sulfuric acid in water; for 1 h;

Steps:

3.1-3.3; 4-5 Example 3

(1) 2,4-dinitro-6-chloroaniline, 98% concentrated sulfuric acid and nitrosyl sulfuric acid were prepared into a diazo liquid in a molar ratio of 1:1.82:1.025, cooled to 5°C, and added to diazonium In the liquid storage tank 4, open the heat exchanger 9 (set temperature 0°C);(2) 2-methoxy-5-acetamido-N,N-diacetoxyethylaniline, 10% sulfuric acid solution and water are configured into a coupling component feed liquid according to a molar ratio of 1:1:252 and the temperature is lowered To 0 ° C, add to the coupling component feed liquid storage tank 1, open the heat exchanger 10 (set temperature 0 ° C);(3) Turn on the plunger pump 2, add about 3L of the coupling product feed liquid to the receiving tank 6 with the overflow port, stop feeding, turn on the pump 8 to circulate, and control the flow rate of the main fluid to be 720L/h (the flow rate is 2m/s) ), open the heat exchanger 11 (set temperature 0°C). When the temperature of the main fluid is slowly lowered to 0°C, the flow of diazo liquid is controlled by the restrictor orifice 12 near the venturi reactor 5. After selecting the appropriate restrictor orifice, the coupling components are adjusted by the plunger pump 2. liquid feed,The diazo liquid and the coupling component feed liquid are respectively entered into the venturi tube according to the diazo component: the molar ratio of the coupling component 1:1.02 (the feed amount of the diazo liquid is 22.97 mL/min,Coupling component feed liquid feed rate 171.59mL/min),The reacted material continuously enters the receiving tank 6 with the overflow port. At the same time, with the continuous feeding of the coupling component feed liquid and the diazo liquid in the Venturi reactor, the liquid level in the receiving tank 6 gradually rises. The material port overflows; after the reaction end point is determined (the sampling purity of the overflow port is basically unchanged),Make the material overflowing from the overflow port of the receiving tank 6 enter the crystal-turning still 7 (this crystal-turning still has two,When one of the crystal transformation kettles reaches the maximum volume, switch to the other one, and the two kettles are used in turn),After the crystal transformation kettle 7 reaches the specified liquid level, the temperature is raised to 40 °C, and the temperature is maintained for 1 h.Finally, after filtering and washing, the azo disperse dye product represented by formula (2) was obtained, with a purity of 91% and a yield of 98%.

References:

CN113831757,2021,A Location in patent:Paragraph 0034-0042