Water → p-methyl-N-[6-chloro-5-(o-methoxyphenoxy)-2-(4-pyridyl)-4-pyrimidinyl]benzene-sulfonamide

HRID 1358316노트

반응식

HRID 1358316 반응식
[CH3:1][O:2][C:3]1[CH:23]=[CH:22][CH:21]=[CH:20][C:4]=1[O:5][C:6]1[C:7]([Cl:19])=[N:8][C:9]([C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[N:10][C:11]=1Cl.[K+].[C:25]1([CH3:35])[CH:30]=[CH:29][C:28]([S:31]([NH-:34])(=[O:33])=[O:32])=[CH:27][CH:26]=1.O>CS(C)=O>[CH3:35][C:25]1[CH:26]=[CH:27][C:28]([S:31]([NH:34][C:11]2[C:6]([O:5][C:4]3[CH:20]=[CH:21][CH:22]=[CH:23][C:3]=3[O:2][CH3:1])=[C:7]([Cl:19])[N:8]=[C:9]([C:13]3[CH:14]=[CH:15][N:16]=[CH:17][CH:18]=3)[N:10]=2)(=[O:33])=[O:32])=[CH:29][CH:30]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 111754584,6-Dichloro-5-(2-methoxyphenoxy)-2-(pyridin-4-YL)pyrimidineHCID 12228337p-Toluene-sulfonamide potassium salt

생성물 1

HCID 11431637p-methyl-N-[6-chloro-5-(o-methoxyphenoxy)-2-(4-pyridyl)-4-pyrimidinyl]benzene-sulfonamide수율 68.5%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

2 g 5-(o-methoxyphenoxy)-4,6-dichloro-2-(4-pyridyl)-pyrimidine was dissolved in 30 ml dry DMSO. 2.40 g p-toluene-sulfonamide potassium salt was added and stirring continued for 20 h. The reaction mixture was poured onto 200 ml water and extracted twice with 200 ml diethylether. The combined organic layers were extracted twice with 50 ml water. The combined water layers were acidified by acetic acid to pH=4. The precipitated product was filtered off, washed with ether and dried under reduced pressure. 1.9 g p-methyl-N-[6-chloro-5-(o-methoxyphenoxy)-2-(4-pyridyl)-4-pyrimidinyl]benzene-sulfonamide was obtained as a slightly colored solid. Rf (EA/Hex=1/1)=0.15.

후처리

  1. extractionextracted twice with 200 ml diethylether
  2. extractionThe combined organic layers were extracted twice with 50 ml water
  3. filtrationThe precipitated product was filtered off
  4. washwashed with ether
  5. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-0eb65fc3856a473ba48caf8de51c17ed
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06596719B1

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