Triethylamine → 1-Benzyl-3-(4-butylphenyl)-2-thioxo-imidazolidin-4-one

HRID 343616

反応式

HRID 343616 の反応式
[CH2:1]([NH:8][CH2:9][C:10]([OH:12])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:13]([C:17]1[CH:22]=[CH:21][C:20]([N:23]=[C:24]=[S:25])=[CH:19][CH:18]=1)[CH2:14][CH2:15][CH3:16].C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH2:1]([N:8]1[CH2:9][C:10](=[O:12])[N:23]([C:20]2[CH:21]=[CH:22][C:17]([CH2:13][CH2:14][CH2:15][CH3:16])=[CH:18][CH:19]=2)[C:24]1=[S:25])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 869652-(Benzylamino)acetic acidHCID 1410041-Butyl-4-isothiocyanatobenzene

生成物 1

HCID 857014301-Benzyl-3-(4-butylphenyl)-2-thioxo-imidazolidin-4-one収率 75.4%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

A mixture of N-benzyl glycine (8.7 g), 4-n-butylphenyl-isothiocyanate (8.55 g), triethyl amine (5.5 g) and chloroform (150 mL) was heated at reflux for 5 hours. The solvent was evaporated. The residue was dissolved in ethyl acetate (400 mL) and water (2×300 mL). The organic phase was dried over anhydrous magnesium sulfate and evaporated to dryness. Crystallization from ethyl acetate afforded the title compound (11.4 g) as an off-white solid, m.p. 149°-151° C. Anal. Calcd. for. C20H22N2OS: C, 70.97; H, 6.55; N, 8.28. Found: C, 70.81; H, 6.76; N, 8.32. Mass spectrum (EI, M.+) m/z 338.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 5 hours
  3. customThe solvent was evaporated
  4. dissolutionThe residue was dissolved in ethyl acetate (400 mL)
  5. dry with materialThe organic phase was dried over anhydrous magnesium sulfate
  6. customevaporated to dryness
  7. customCrystallization from ethyl acetate

出典と根拠

ORDレコード
ord-46d51c1801f24acca3a1477cfdc58d95
出典データセット
uspto-grants-1999_01
特許番号
US05861517

関連ノート

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