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Methyl iodide → HCID 9817285, 화합물

HRID 2288065
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HRID 2288065 반응식
[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][CH:11]2[NH:14][S:15]([CH3:18])(=[O:17])=[O:16])=[CH:6][CH:5]=1)([O-:3])=[O:2].[H-].[Na+].I[CH3:22]>CN(C=O)C>[CH3:22][N:14]([CH:11]1[C:12]2[C:7](=[CH:6][CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:13]=2)[CH2:8][CH2:9][CH2:10]1)[S:15]([CH3:18])(=[O:17])=[O:16]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 18703986HCID 18703986, 화합물

생성물 1

HCID 9817285HCID 9817285, 화합물수율 24%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

A solution of 1.2 g (4.4 mmol) of N-(7-nitro-1,2,3,4-tetrahydronaphthalen-1-yl)methanesulfonamide in 16 ml of DMF was added dropwise to a suspension of 0.15 g (5.1 nmol) 80 percent sodium hydride in 10 ml of DMF. After stirring at room temperature for 1 hr., 0.62 g (4.4 mmol) of iodomethane were added and the mixture was allowed to stand at room temperature overnight. The reaction mixture was completely concentrated in vacuo and the residue was then taken up in EA and water. After washing the organic phase with dil. hydrochloric acid and sodium bicarbonate solution and concentrating, the residue was purified by chromatography on silica gel using cyclohexane/EA 3:1 and 0.3 g of N-methyl-N-(7-nitro-1,2,3,4-tetrahydronaphthalen-1-yl)methanesulfonamide was obtained; m.p. 138-140° C.

후처리

  1. waitto stand at room temperature overnight
  2. concentrationThe reaction mixture was completely concentrated in vacuo
  3. washAfter washing the organic phase with dil. hydrochloric acid and sodium bicarbonate solution
  4. concentrationconcentrating
  5. customthe residue was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-440db1a9d9324fe7acfbe9b84040f8e6
출처 데이터셋
uspto-grants-2000_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06087399

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