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Iodoethane → 3-(5-Chloro-2-methoxyphenyl)-2-ethylsulfanyl-3,5-dihydro-imidazol-4-one

HRID 1417723
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HRID 1417723 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:16][CH3:17])=[C:6]([NH:8][C:9](=[S:15])[NH:10][CH2:11][C:12](N)=[O:13])[CH:7]=1.[CH2:18](I)[CH3:19]>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:16][CH3:17])=[C:6]([N:8]2[C:12](=[O:13])[CH2:11][N:10]=[C:9]2[S:15][CH2:18][CH3:19])[CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6340IodoethaneHCID 537435902-[3-(5-Chloro-2-methoxyphenyl)-thioureido]acetamide

생성물 1

HCID 442958233-(5-Chloro-2-methoxyphenyl)-2-ethylsulfanyl-3,5-dihydro-imidazol-4-one수율 53.3%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 2-[3-(5-chloro-2-methoxyphenyl)-thioureido]-acetamide (11.0 g) and ethyl iodide (12.5 g) in ethanol (400 mL) was heated at reflux for 4.5 hours. The solvent was evaporated. The residue was dissolved in chloroform (500 mL) and washed with water. The organic phase was dried over anhydrous MgSO4, then evaporated to dryness. The residue was crystallized from ethanol to give the title compound (6.1 g) as a tan solid, m.p. 113°-115° C. Anal. Calcd. for. C12H13Cl N2O2S: C, 50.61; H, 4.60; N,9.84. Found: C, 50.32; H, 4.59; N, 9.77. Mass spectrum (ESI+, [M+H]+) m/z 285/287. 1H-NMR (DMSO-d6 ; 400 MHz) δ7.53 (m, 1 H), 7.41 (d, 1 H), 7.22 (d, 1 H), 4.31 (dd, 2 H), 3.77 (s, 3 H), 3.05 (m, 2 H), and 1.26 ppm (t, 3 H).

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 4.5 hours
  3. customThe solvent was evaporated
  4. dissolutionThe residue was dissolved in chloroform (500 mL)
  5. washwashed with water
  6. dry with materialThe organic phase was dried over anhydrous MgSO4
  7. customevaporated to dryness
  8. customThe residue was crystallized from ethanol

출처 및 근거

ORD 기록
ord-8d70a01aeb574f87842ee0da1e9a1809
출처 데이터셋
uspto-grants-1999_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05877324

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