Réaction #83277

Équation de réaction

NaHCO3

methanesulfonyl chloride

2-methyl-4-(3-amino-4-chlorophenyl)-1-(2H)-phthalazinone

HCl

→

2-methyl-4-(3-methylsulfonylamino-4-chlorophenyl)-1-(2H)-phthalazinone

Rendement 78.0%

Solvants

CH2Cl2

CH2Cl2

pyridine

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGstirred for 45 minutes
2. 2
   FiltrationThe mixture was filtered
3. 3
   Autrethe filtrate layers were separated
4. 4
   AutreThe solid thus obtained
5. 5
   Filtrationfiltered
6. 6
   workup.STIRRINGstirred with hexane
7. 7
   Filtrationfiltered
8. 8
   workup.STIRRINGstirred with hot methanol
9. 9
   Filtrationfiltered
10. 10
    workup.STIRRINGfinally stirred with hot ethyl acetate
11. 11
    Filtrationfiltered

Mode opératoire

To a mixture of 2-methyl-4-(3-amino-4-chlorophenyl)-1-(2H)-phthalazinone (38.72 g, 0.136 mol), CH2Cl2 (380 mL) and pyridine (75 mL) at 0° C. was added methanesulfonyl chloride (15.75 mL) in CH2Cl2 (75 mL). The reaction mixture was stirred overnight, poured into 1N HCl (400 mL) and stirred for 45 minutes. The mixture was filtered and the filtrate layers were separated. The solid thus obtained was treated with saturated NaHCO3, filtered, stirred with hexane, then filtered, stirred with hot methanol, then filtered and finally stirred with hot ethyl acetate and filtered to afford 38.8 g (78%) of 2-methyl-4-(3-methylsulfonylamino-4-chlorophenyl)-1-(2H)-phthalazinone, m.p. 234°-236° C.

Source