Methanesulfonamide → HCID 66667421, 화합물

HRID 512049

반응식

HRID 512049 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

HCID 66667421HCID 66667421, 화합물수율 63%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-a69f904eb1cb40979a7554961011bfd3
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09102621B2

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