Ethanol → Pentamustine

HRID 905257ノート

反応式

HRID 905257 の反応式
[CH2:1]([NH:6][C:7]([NH:9][CH2:10][CH2:11][Cl:12])=[O:8])[C:2]([CH3:5])([CH3:4])[CH3:3].C(O)C.[N:16]([O-])=[O:17].[Na+]>Cl.O>[CH2:1]([NH:6][C:7]([N:9]([CH2:10][CH2:11][Cl:12])[N:16]=[O:17])=[O:8])[C:2]([CH3:5])([CH3:4])[CH3:3]

参加物

6

反応物 3

HCID 702EthanolHCID 13254209HCID 13254209、化合物HCID 23668193Sodium Nitrite

生成物 1

HCID 3037028Pentamustine

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 962Water溶媒

実験手順

The entire yield of 1-neopentyl-3-(2-chloroethyl) urea (0.08 mol) was dissolved in 120 ml of concentrated HCl:ethanol, 2:1 at 5° C. in a 500 ml round bottom flask equipped with magnetic stirring. Sodium nitrite (5.5 g, 0.08 mol) was dissolved in 30 ml of water and added to the solution over a ten-minute period. Stirring continued for 2 hrs, and the yellow, crystalline precipitate was filtered and washed with five 100 ml portions of chilled distilled water. The product was dried in vacuo for 18 hrs. giving 15 g (84%) which melted with decomposition at 52°-3° C. IR analysis showed peaks at 1730/cm (C=O) and 1520/cm (C--N--H). NMR showed a singlet (9H) at 1 ppm, a doublet (2H, J=6.5 HZ) at 3.3 ppm, a triplet (2H, J=6.5 Hz) at 3.6 ppm, and a triplet (2H, J=6.5 Hz) at 4.2 ppm.

後処理

  1. additionadded to the solution over a ten-minute period
  2. filtrationthe yellow, crystalline precipitate was filtered
  3. washwashed with five 100 ml portions
  4. temperatureof chilled
  5. distillationdistilled water
  6. customThe product was dried in vacuo for 18 hrs
  7. customgiving 15 g (84%) which
  8. custommelted with decomposition at 52°-3° C

出典と根拠

ORDレコード
ord-5d225876d9e741cabd85df3fb5a8fe49
出典データセット
uspto-grants-1983_12
特許番号
US04423076

反応ノート

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