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

HRID 904169

反応式

HRID 904169 の反応式
[CH3:1][N:2]1[C:7]([NH2:8])=[N:6][C:4](=[O:5])[CH2:3]1.[Br:9][C:10]1[S:14][C:13]([N:15]=[C:16]=[O:17])=[CH:12][CH:11]=1.O>CN(C=O)C.C1(C)C=CC=CC=1>[Br:9][C:10]1[S:14][C:13]([NH:15][C:16]([N:8]=[C:7]2[NH:6][C:4](=[O:5])[CH2:3][N:2]2[CH3:1])=[O:17])=[CH:12][CH:11]=1

参加物

6

反応物 3

HCID 588creatinineHCID 962WaterHCID 233337742-Bromo-5-isocyanatothiophene

生成物 1

HCID 1359973341-(5-Bromo-2-thienyl)-3-(tetrahydro-1-methyl-4-oxo-1H-imidazol-2-ylidene) urea収率 29.6%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
75 °C

実験手順

To a stirred suspension of 3.0 g (26 mM) of creatinine in 30 ml of anhydrous DMF was added a solution of 5.0 g (26.5 mM) of 5-bromo-2-thienyl isocyanate in 15 ml of toluene. The resulting mixture was heated at 75° C. for 3 hrs., cooled, and poured into 200 ml of water. The precipitate was collected, washed with ethanol and ether, and air-dried. The solid was dissolved in 250 ml hot acetone, treated with charcoal, filtered, and the filtrate diluted with water (250 ml). The resulting precipitate was collected, washed with acetone and then ether. Air-drying gave 2.3 g of the above urea as a buff powder, m.p. 192°-193° C. (dec.).

後処理

  1. temperature, cooled
  2. customThe precipitate was collected
  3. washwashed with ethanol and ether
  4. customair-dried
  5. dissolutionThe solid was dissolved in 250 ml hot acetone
  6. additiontreated with charcoal
  7. filtrationfiltered
  8. additionthe filtrate diluted with water (250 ml)
  9. customThe resulting precipitate was collected
  10. washwashed with acetone
  11. customAir-drying

出典と根拠

ORDレコード
ord-fbcc51154ef34c1090a8298350c4eede
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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