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

HRID 54999노트

반응식

HRID 54999 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-bed69049d42f4309b3a533a51f1e6901
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05624922

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