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Triethylamine → 1-Butyl-3-(3-chloro-6-methylphenyl)-2-thioxo-imidazolidin-4-one

HRID 399605
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HRID 399605 반응식
[CH2:1]([NH:5][CH2:6][C:7]([OH:9])=O)[CH2:2][CH2:3][CH3:4].[Cl:10][C:11]1[CH:12]=[CH:13][C:14]([CH3:20])=[C:15]([N:17]=[C:18]=[S:19])[CH:16]=1.C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH2:1]([N:5]1[CH2:6][C:7](=[O:9])[N:17]([C:15]2[CH:16]=[C:11]([Cl:10])[CH:12]=[CH:13][C:14]=2[CH3:20])[C:18]1=[S:19])[CH2:2][CH2:3][CH3:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 295195-Chloro-2-methylphenyl isothiocyanateHCID 413376NoName_600

생성물 1

HCID 189682151-Butyl-3-(3-chloro-6-methylphenyl)-2-thioxo-imidazolidin-4-one수율 40.6%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

A mixture of N-butyl glycine (12.0 g), 5-chloro-2-methylphenyl-isothiocyanate (9.15 g), triethyl amine (12.0 g) and chloroform (200 mL) was heated at reflux for 5 hours. The solvent was evaporated. The residue was treated with diethyl ether (400 mL). The mixture was filtered. The solid was washed with diethyl ether then discarded. The filtrate was evaporated to dryness. Crystallization from ethanol afforded the title compound (6.0 g) as a tan solid, m.p. 102°-103° C. Anal. Calcd. for. C14H17Cl N2 O S: C, 56.65; H, 5.77; N, 9.44. Found: C, 56.41; H, 5.97; N, 9.36. Mass spectrum (EI, M.+) m/z 296/298.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 5 hours
  3. customThe solvent was evaporated
  4. additionThe residue was treated with diethyl ether (400 mL)
  5. filtrationThe mixture was filtered
  6. washThe solid was washed with diethyl ether
  7. customThe filtrate was evaporated to dryness
  8. customCrystallization from ethanol

출처 및 근거

ORD 기록
ord-3de2ab28e87e4c4c8b90af5e70b6690b
출처 데이터셋
uspto-grants-1998_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05821372

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