Triethylamine → 4-(N-methylsulfamoyl)phenyl 4,6-dichloropyrimidine-5-carboxylate

HRID 1052554노트

반응식

HRID 1052554 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH3:12])(=[O:10])=[O:9])=[CH:4][CH:3]=1.C(N(CC)CC)C.[Cl:20][C:21]1[C:26]([C:27](Cl)=[O:28])=[C:25]([Cl:30])[N:24]=[CH:23][N:22]=1>O1CCCC1.ClCCl>[Cl:20][C:21]1[C:26]([C:27]([O:1][C:2]2[CH:7]=[CH:6][C:5]([S:8](=[O:10])(=[O:9])[NH:11][CH3:12])=[CH:4][CH:3]=2)=[O:28])=[C:25]([Cl:30])[N:24]=[CH:23][N:22]=1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 765024-hydroxy-N-methylbenzenesulfonamideHCID 121633604,6-Dichloro-pyrimidine-5-carbonyl chloride

생성물 1

HCID 1184338854-(N-methylsulfamoyl)phenyl 4,6-dichloropyrimidine-5-carboxylate수율 111.4%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

실험 절차

4-Hydroxy-N-methylbenzenesulfonamide (650 mg, 3.47 mmol) was dissolved in tetrahydrofuran (18 ml) and triethylamine (1.06 ml, 7.61 mmol) was added. Then a solution of 4,6-dichloropyrimidine-5-carbonyl chloride (808 mg, 3.82 mmol, prepared according to E. V. Tarasov et al. Synlett 2000, 5, 625-626) was dropwise added. The reaction mixture was stirred at room temperature overnight. The reaction mixture was then diluted with dichloromethane, washed with 4% sodium bicarbonate solution, dried over magnesium sulphate, filtered and evaporated to give 1.4 g (91% yield) of the title compound, that was used in the next step without further purification. Purity 82%.

후처리

  1. washwashed with 4% sodium bicarbonate solution
  2. dry with materialdried over magnesium sulphate
  3. filtrationfiltered
  4. customevaporated

출처 및 근거

ORD 기록
ord-e1d64c6404d64487ae582fd8a5be409d
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09388189B2

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