Methyl 4-(Chlorosulfonyl)-3-fluorobenzoate synthesis
- Product Name:Methyl 4-(Chlorosulfonyl)-3-fluorobenzoate
- CAS Number:1219687-20-3
- Molecular formula:C8H6ClFO4S
- Molecular Weight:252.65
185629-32-7
105 suppliers
$6.00/1g
1219687-20-3
11 suppliers
inquiry
Yield:1219687-20-3 67%
Reaction Conditions:
Stage #1: methyl 4-amino-3-fluorobenzene carboxylatewith hydrogenchloride;sodium nitrite in water at 0; for 0.5 h;
Stage #2: with sulfur dioxide;acetic acid in water at 0;
Stage #3: with copper dichloride in water at 20; for 1 h;
Steps:
1 Step 1: Methyl 4-(chlorosulfonyl)-3-fluorobenzoate
Into a 1 L round-bottom flask was placed a solution of methyl 4-amino-3-fluorobenzoate (10 g, 59.1 mmol) in aq. HC1 (6 N, 200 mL). This was followed by the addition of a solution of NaNCte (6.1 g, 88.8 mmol) in water (20 mL) dropwise with stirring at 0°C. The resulting solution was stirred for 30 min at 0°C. The above mixture was added to a saturated solution of SO2 in AcOH (200 mL) dropwise with stirring at 0°C. Then to the above was added CuCh (8.0 g, 59.6 mmol). The resulting solution was stirred for 1 h at RT and was then quenched by the addition of 200 mL of water. The resulting solution was extracted with 3x200 mL of DCM. The organic layers were combined, dried over anhydrous Na2S04 and concentrated under vacuum. This resulted in 10 g (67%) of the title compound as yellow oil. The product was used in the next step without further purification.
References:
WO2019/23147,2019,A1 Location in patent:Page/Page column 436
![Benzoic acid, 3-fluoro-4-[(phenylmethyl)thio]-](/CAS/20210305/GIF/1063733-08-3.gif)
1063733-08-3
1 suppliers
inquiry
1219687-20-3
11 suppliers
inquiry
455-86-7
420 suppliers
$5.00/10g
1219687-20-3
11 suppliers
inquiry