ChemicalBook CAS DataBase List 4-CHLORO-2-NITROBENZENESULFONYL CHLORIDE

4-CHLORO-2-NITROBENZENESULFONYL CHLORIDE synthesis

5synthesis methods

Product Name:4-CHLORO-2-NITROBENZENESULFONYL CHLORIDE
CAS Number:4533-96-4
Molecular formula:C6H3Cl2NO4S
Molecular Weight:256.06

89-63-4 Synthesis

89-63-4
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$13.00/50g

4-CHLORO-2-NITROBENZENESULFONYL CHLORIDE

4533-96-4
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$41.79/1g

Yield:4533-96-4 83%

Reaction Conditions:

Stage #1: 4-Chloro-2-nitroanilinewith hydrogenchloride;sodium nitrite in water at -5 - 0; for 0.333333 h;
Stage #2: with thionyl chloride;copper(l) chloride in water at 20; for 0.166667 h;

Steps:

3 Preparation of 2-nitro-4-chlorobenzenesulfonyl chloride

17.3 g of 2-nitro-4-chloroaniline was added to a three-necked flask containing 103.8 g of concentrated hydrochloric acid, Placed in an ice bath,Temperature control -5~0°C, Left and right slowly dropping 20mL sodium nitrite aqueous solution (5.25mol·L-1)Dropping the process to make the temperature below 0°C , stirring 20min, obtained diazonium salt solution.59.5 g of thionyl chloride was added to a constant pressure dropping funnel, Slowly drip into a two-necked flask filled with 116 mL of water in an ice bath, After the drop, add 0.8g cuprous chloride,The diazonium salt solution was then rapidly added to the aqueous solution using a plastic dropper, After mixing at room temperature for 10min, Extracted with dichloromethane several times, saturated potassium carbonate solution adjusted to pH 8, steamed to obtain a brown solid, the yield of 83%, the melting point of 67.9 ~ 70.8°C .

References:

CN103739525,2016,B Location in patent:Paragraph 0033; 0034; 0035

345-18-6 Synthesis