反応 #83277

反応方程式

NaHCO3

methanesulfonyl chloride

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

HCl

→

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

収率 78.0%

溶媒

CH2Cl2

CH2Cl2

pyridine

反応条件

後処理

1. 1
   workup.STIRRINGstirred for 45 minutes
2. 2
   ろ過The mixture was filtered
3. 3
   その他the filtrate layers were separated
4. 4
   その他The solid thus obtained
5. 5
   ろ過filtered
6. 6
   workup.STIRRINGstirred with hexane
7. 7
   ろ過filtered
8. 8
   workup.STIRRINGstirred with hot methanol
9. 9
   ろ過filtered
10. 10
    workup.STIRRINGfinally stirred with hot ethyl acetate
11. 11
    ろ過filtered

実験手順

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.

出典