3-CHLORO-N-(3-METHYLPHENYL)PROPANAMIDE synthesis
- Product Name:3-CHLORO-N-(3-METHYLPHENYL)PROPANAMIDE
- CAS Number:19352-22-8
- Molecular formula:C10H12ClNO
- Molecular Weight:197.66
107-94-8
224 suppliers
$9.00/1g
108-44-1
390 suppliers
$9.00/1g
19352-22-8
16 suppliers
$60.00/500mg
Yield:19352-22-8 80%
Reaction Conditions:
Stage #1: chloropropionic acidwith thionyl chloride;N,N-dimethyl-formamide in dichloromethane at 20; for 8 h;
Stage #2: 1-amino-3-methylbenzenewith triethylamine in dichloromethane at 20; for 1 h;
Steps:
1 Scheme 1
[00192] Under a N2 atmosphere thionyl chloride (15.0 mmol) and DMF (ldrop) were added dropwise to a DCM(lOml) solution of 3-chloropropanoic acid (7.5 mmol), after stirring at r.t. for 8 h, solvent and thionyl chloride were removed in vacuo. Disolved the acid chloride in DCM(lOml), m-toluidine (5.0 mmol) and triethylamine (7.5 mmol) were added, after stirring at r.t. for 1 h, the reaction was diluted with EtOAc and washed sequentially with saturated aqueous NH4C1, saturated aqueous NaHCC"3, and brine. The organic layer was dried over Na2S04, filtered and condensed. The crude mixture was purified using flash silica gel column chromatography to get the pure product 3-chloro-N-(m-tolyl)propanamide (yield 80%).
References:
WO2015/200674,2015,A1 Location in patent:Paragraph 00192
625-36-5
385 suppliers
$45.00/5g
108-44-1
390 suppliers
$9.00/1g
19352-22-8
16 suppliers
$60.00/500mg