Methanesulfonamide → HCID 66667421、化合物

HRID 512049

反応式

HRID 512049 の反応式
[CH3:1][O:2][C:3]1[CH:11]=[C:10]([CH3:12])[CH:9]=[CH:8][C:4]=1[C:5](O)=[O:6].[CH3:13][S:14]([NH2:17])(=[O:16])=[O:15].Cl.CN(C)CCCN=C=NCC>CN(C)C1C=CN=CC=1.C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:11]=[C:10]([CH3:12])[CH:9]=[CH:8][C:4]=1[C:5]([NH:17][S:14]([CH3:13])(=[O:16])=[O:15])=[O:6]

参加物

6

反応物 3

HCID 72879MethanesulfonamideHCID 5971642-Methoxy-4-methylbenzoic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

生成物 1

HCID 66667421HCID 66667421、化合物収率 63%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

2-Methoxy-4-methyl-benzoic acid (1.0 g. 6 mmol), methanesulphonamide (1.14 g. 12 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (2.31 g. 12 mmol), 4-dimethylaminopyridine (1.47 g. 12 mmol) and DCM (50 mL) were combined and stirred at room temperature under nitrogen for 18 hours. The reaction mixture was concentrated in vacuo and the residue suspended in water and acidified with aqueous potassium hydrogen sulphate (0.5 M). The mixture was extracted with EtOAc (1×30 mL). The organic layer was separated, washed with brine (2×20 mL), dried over sodium sulfate, filtered and evaporated to give a solid, which was triturated with hexane: diethyl ether (4:1) to yield the title compound as a white solid (0.92 g, 63%).

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. extractionThe mixture was extracted with EtOAc (1×30 mL)
  3. customThe organic layer was separated
  4. washwashed with brine (2×20 mL)
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customevaporated
  8. customto give a solid, which
  9. customwas triturated with hexane: diethyl ether (4:1)

出典と根拠

ORDレコード
ord-a69f904eb1cb40979a7554961011bfd3
出典データセット
uspto-grants-2015_08
特許番号
US09102621B2

関連ノート

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