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

HRID 742274

반응식

HRID 742274 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

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 (300 mL) and water (2×200 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. C20H22N2O S: 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.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 5 hours
  3. customThe solvent was evaporated
  4. dissolutionThe residue was dissolved in ethyl acetate (300 mL)
  5. dry with materialThe organic phase was dried over anhydrous magnesium sulfate
  6. customevaporated to dryness
  7. customCrystallization from ethyl acetate

출처 및 근거

ORD 기록
ord-977c26f1dbf74b3386fc42f7fa574268
출처 데이터셋
uspto-grants-1996_09
특허 번호
US05554607

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