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

HRID 904169

반응식

HRID 904169 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 1140Toluene용매HCID 6228Dimethylformamide용매

반응 조건

온도
75 °C

실험 절차

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.).

후처리

  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

출처 및 근거

ORD 기록
ord-fbcc51154ef34c1090a8298350c4eede
출처 데이터셋
uspto-grants-1980_10
특허 번호
US04230713

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