creatinine → 1-(5-Methoxy-2-thienyl)-3-(tetrahydro-1-methyl-4-oxo-1H-imidazol-2-ylidene) urea

HRID 904170

反応式

HRID 904170 の反応式
[CH3:1][N:2]1[C:7]([NH2:8])=[N:6][C:4](=[O:5])[CH2:3]1.[CH3:9][O:10][C:11]1[S:15][C:14]([N:16]=[C:17]=[O:18])=[CH:13][CH:12]=1.O>CN(C=O)C.C1(C)C=CC=CC=1>[CH3:9][O:10][C:11]1[S:15][C:14]([NH:16][C:17]([N:8]=[C:7]2[NH:6][C:4](=[O:5])[CH2:3][N:2]2[CH3:1])=[O:18])=[CH:13][CH:12]=1

参加物

6

反応物 3

HCID 588creatinineHCID 962WaterHCID 233337675-Methoxy-2-thienyl isocyanate

生成物 1

HCID 1361999401-(5-Methoxy-2-thienyl)-3-(tetrahydro-1-methyl-4-oxo-1H-imidazol-2-ylidene) urea収率 3.2%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
65 °C

実験手順

To a stirred suspension of 3.0 g (26 mM) of creatinine in 25 ml of anhydrous DMF was added a solution of 4.1 g (26 mM) of 5-methoxy-2-thienyl isocyanate in 20 ml of toluene. The resulting mixture was heated at 65° C. for 4.5 hrs., cooled, and poured into 200 ml of water. The mixture was extracted with ethyl acetate, and the combined extracts dried (MgSO4) and concentrated. The residue was recrystallized from ethyl acetate and then ethanol. Final purification was accomplished by chromatography over silica gel (ethyl acetate as eluant), decolorizing the product with charcoal, concentration and recrystallization from acetone-hexane to give 0.23 g of the above urea as a light brown solid, m.p. 180°-182° C. (dec.).

後処理

  1. temperature, cooled
  2. extractionThe mixture was extracted with ethyl acetate
  3. dry with materialthe combined extracts dried (MgSO4)
  4. concentrationconcentrated
  5. customThe residue was recrystallized from ethyl acetate
  6. customFinal purification
  7. concentrationwith charcoal, concentration and recrystallization from acetone-hexane

出典と根拠

ORDレコード
ord-727cc847b9654cd5a34f73a1a58857fc
出典データセット
uspto-grants-1980_10
特許番号
US04230713

関連ノート

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