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Dimethylamine → HCID 70937249, 화합물

HRID 1875253
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HRID 1875253 반응식
[Cl:1][C:2]1[N:3]=[C:4]([S:16](Cl)(=[O:18])=[O:17])[N:5]([CH2:8][O:9][CH2:10][CH2:11][Si:12]([CH3:15])([CH3:14])[CH3:13])[C:6]=1[Cl:7].[CH3:20][NH:21][CH3:22]>CC(C)=O.C1COCC1>[Cl:1][C:2]1[N:3]=[C:4]([S:16]([N:21]([CH3:22])[CH3:20])(=[O:18])=[O:17])[N:5]([CH2:8][O:9][CH2:10][CH2:11][Si:12]([CH3:15])([CH3:14])[CH3:13])[C:6]=1[Cl:7]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 674DimethylamineHCID 86761667HCID 86761667, 화합물

생성물 1

HCID 70937249HCID 70937249, 화합물수율 57%

시약·촉매·용매 2

HCID 180Acetone용매HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 4,5-dichloro-1-({[2-(trimethylsilyl)ethyl]oxy}methyl)-1H-imidazole-2-sulfonyl chloride (0.826 mmol) in acetone (2.5 mL) and THF (1.5 mL) was added to dimethylamine (2.0 mL of a 2M solution in THF, 4.0 mmol). The reaction mixture was stirred at RT for 1 h and then evaporated to dryness. The residue was taken up in EtOAc and washed with brine. The organic layer was dried (Na2SO4), filtered, evaporated and purified by silica gel chromatography (0-30% EtOAc/hexanes) to provide the title compound (0.18 g, 57%) as a light yellow oil. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 5.62 (s, 2H), 3.61-3.75 (m, 2H), 3.06 (s, 6H), 0.84-1.00 (m, 3H), 0.00 (s, 9H).

후처리

  1. customevaporated to dryness
  2. washwashed with brine
  3. dry with materialThe organic layer was dried (Na2SO4)
  4. filtrationfiltered
  5. customevaporated
  6. custompurified by silica gel chromatography (0-30% EtOAc/hexanes)

출처 및 근거

ORD 기록
ord-591906ea80d54603b8677c7cd3a9a502
출처 데이터셋
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08304419B2

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