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

HRID 399605
ノート
印刷プレビュー

反応式

HRID 399605 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3de2ab28e87e4c4c8b90af5e70b6690b
出典データセット
uspto-grants-1998_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05821372

反応ノート

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