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

HRID 54999ノート

反応式

HRID 54999 の反応式
[CH3:1][N:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([NH2:19])[CH:13]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:20].[CH3:21][S:22](Cl)(=[O:24])=[O:23].Cl.C([O-])(O)=O.[Na+]>C(Cl)Cl.N1C=CC=CC=1>[CH3:1][N:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([NH:19][S:22]([CH3:21])(=[O:24])=[O:23])[CH:13]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:20]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 31297Methanesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 199571472-methyl-4-(3-amino-4-chlorophenyl)-1-(2H)-phthalazinone

生成物 1

HCID 199571582-methyl-4-(3-methylsulfonylamino-4-chlorophenyl)-1-(2H)-phthalazinone収率 78%

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 6344Dichloromethane溶媒2 回

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.

後処理

  1. stirringstirred for 45 minutes
  2. filtrationThe mixture was filtered
  3. customthe filtrate layers were separated
  4. customThe solid thus obtained
  5. filtrationfiltered
  6. stirringstirred with hexane
  7. filtrationfiltered
  8. stirringstirred with hot methanol
  9. filtrationfiltered
  10. stirringfinally stirred with hot ethyl acetate
  11. filtrationfiltered

出典と根拠

ORDレコード
ord-bed69049d42f4309b3a533a51f1e6901
出典データセット
uspto-grants-1997_04
特許番号
US05624922

反応ノート

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