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Potassium Carbonate → N2-(3-chloro-2-methylphenyl)-N-(4-methoxybenzyl)-N2-[(4-fluorophenyl)sulfonyl]glycinamide

HRID 1009482
ノート
印刷プレビュー

反応式

HRID 1009482 の反応式
[Cl:1][C:2]1[C:3]([CH3:19])=[C:4]([NH:8][S:9]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)(=[O:11])=[O:10])[CH:5]=[CH:6][CH:7]=1.Br[CH2:21][C:22]([NH:24][CH2:25][C:26]1[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[CH:28][CH:27]=1)=[O:23].C(=O)([O-])[O-].[K+].[K+].C(=O)([O-])O.[Na+]>CN(C=O)C>[Cl:1][C:2]1[C:3]([CH3:19])=[C:4]([N:8]([S:9]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)(=[O:10])=[O:11])[CH2:21][C:22]([NH:24][CH2:25][C:26]2[CH:27]=[CH:28][C:29]([O:32][CH3:33])=[CH:30][CH:31]=2)=[O:23])[CH:5]=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 11430Potassium CarbonateHCID 516892Sodium BicarbonateHCID 711089N-(3-chloro-2-methylphenyl)-4-fluorobenzenesulfonamideHCID 467366912-Bromo-N-(4-methoxybenzyl)acetamide

生成物 1

HCID 58009677N2-(3-chloro-2-methylphenyl)-N-(4-methoxybenzyl)-N2-[(4-fluorophenyl)sulfonyl]glycinamide収率 65.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

449 mg of N-(3-chloro-2-methylphenyl)-4-fluorobenzenesulfonamide was dissolved in 3.00 mL of DMF, and 387 mg of 2-bromo-N-(4-methoxybenzyl)acetamide and 207 mg of potassium carbonate were added thereto, followed by stirring at room temperature overnight. To the reaction liquid was added an aqueous sodium hydrogen carbonate solution, followed by extraction with chloroform, and the organic layer was washed with brine, and then dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate) to obtain a product, which was crystallized from hexane/ethyl acetate to obtain 466 mg of N2-(3-chloro-2-methylphenyl)-N-(4-methoxybenzyl)-N2-[(4-fluorophenyl)sulfonyl]glycinamide.

後処理

  1. customTo the reaction liquid
  2. extractionfollowed by extraction with chloroform
  3. washthe organic layer was washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. customthe obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate)
  7. customto obtain a product, which
  8. customwas crystallized from hexane/ethyl acetate

出典と根拠

ORDレコード
ord-68157fb626c643b98a7a41f6861b1386
出典データセット
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07973078B2

反応ノート

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