![](/CAS/GIF/56542-67-7.gif)
3-Cyanobenzene-1-sulfonyl chloride synthesis
- Product Name:3-Cyanobenzene-1-sulfonyl chloride
- CAS Number:56542-67-7
- Molecular formula:C7H4ClNO2S
- Molecular Weight:201.63
![3-Aminobenzonitrile](/CAS/GIF/2237-30-1.gif)
2237-30-1
272 suppliers
$13.00/25g
![3-Cyanobenzene-1-sulfonyl chloride](/CAS/GIF/56542-67-7.gif)
56542-67-7
150 suppliers
$14.00/1g
Yield:56542-67-7 45%
Reaction Conditions:
Stage #1:m-cyanoaniline with hydrogenchloride;sodium nitrite in water at 0;
Stage #2: with sulfur dioxide;copper(l) chloride in water;acetic acid at 0; for 1.17 h;
Steps:
32 EXAMPLE 32 3-Cyanobenzene-1-sulfonyl chloride
3-Aminobenzonitrile (2.5g, 21 mmol) was dissolved in conc. HCl (20 mL) and water (20 mL), cooled to 0 °C and a solution of sodium nitrite (1.5 g, 22 mmol) in water (5 mL) was added dropwise.
The reaction mixture was stirred for 10 min to complete the diazonium salt formation.
In a separate flask was added copper(I) chloride (0.2g) over a saturated solution of sulfur dioxide in AcOH (25 mL) and stirred at 0 °C for 10 min.
The resulting solution was added dropwise to the diazonium salt and stirred at 0 °C for 1 h.
The reaction mixture poured into ice water and the product was extracted with tert-butylmethylether.
The combined organic layer was washed with water and brine.
The crude product was purified by column chromatography (silica gel 60-120 mesh using 5% EtOAc in petroleum ether) to get the pure 3-cyanobenzene-1-sulfonyl chloride (1.9 g, yield 45%) as an off-white solid. 1H NMR (300MHz, CDCl3) δ 8.35 (t, J = 1.5 Hz, 1 H), 8.31-8.27 (m, 1 H), 8.06-8.02 (m, 1 H), 7.82 (t, J = 7.9 Hz, 1 H).
References:
Tempero Pharmaceuticals, Inc.;BALOGLU, Erkan;GHOSH, Shomir;LOBERA, Mercedes;SCHMIDT, Darby EP2533783, 2015, B1 Location in patent:Paragraph 0335-0336
![3-SULFAMOYL-BENZOIC ACID](/CAS/GIF/636-76-0.gif)
636-76-0
86 suppliers
$10.00/100mg
![3-Cyanobenzene-1-sulfonyl chloride](/CAS/GIF/56542-67-7.gif)
56542-67-7
150 suppliers
$14.00/1g
![3-(Chlorosulfonyl)benzoic acid](/CAS/GIF/4025-64-3.gif)
4025-64-3
203 suppliers
$6.00/1g
![3-Cyanobenzene-1-sulfonyl chloride](/CAS/GIF/56542-67-7.gif)
56542-67-7
150 suppliers
$14.00/1g