1-(o-Nitrobenzyl)-imidazole-2-carboxaldehyde → 5H-Imidazo(2,1-c)(1,4)benzodiazepine, 10,11-dihydro-

HRID 440736

反応式

HRID 440736 の反応式
[N+:1]([C:4]1[CH:17]=[CH:16][CH:15]=[CH:14][C:5]=1[CH2:6][N:7]1[CH:11]=[CH:10][N:9]=[C:8]1[CH:12]=O)([O-])=O>C(O)C>[N:9]1[CH:10]=[CH:11][N:7]2[CH2:6][C:5]3[CH:14]=[CH:15][CH:16]=[CH:17][C:4]=3[NH:1][CH2:12][C:8]=12

参加物

3

反応物 1

HCID 127249851-(o-Nitrobenzyl)-imidazole-2-carboxaldehyde

生成物 1

HCID 30603995H-Imidazo(2,1-c)(1,4)benzodiazepine, 10,11-dihydro-

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A 5.0 g sample of 1-(o-nitrobenzyl)-imidazole-2-carboxaldehyde is dissolved in 150 ml of hot ethyl alcohol, cooled to room temperature and filtered. To the filtrate is added 0.5 g of 10% Pd/C and the mixture hydrogenated at 48 psi for 4 hours. An additional 0.5 g of 10% Pd/C is added and hydrogenation continued for 25 hours at 65 psi. The mixture is filtered through diatomaceous earth and the cake washed with ethyl acetate. The filtrate is evaporated in vacuo to a residue which is dissolved in methylene chloride, treated with activated carbon, filtered through diatomaceous earth and hexanes added to the filtrate at the boil to give 1.86 g of the desired product as a crystalling solid, m.p. 164°-170° C.

後処理

  1. filtrationfiltered
  2. additionTo the filtrate is added 0.5 g of 10% Pd/C
  3. additionAn additional 0.5 g of 10% Pd/C is added
  4. waithydrogenation continued for 25 hours at 65 psi
  5. filtrationThe mixture is filtered through diatomaceous earth
  6. washthe cake washed with ethyl acetate
  7. customThe filtrate is evaporated in vacuo to a residue which
  8. dissolutionis dissolved in methylene chloride
  9. additiontreated with activated carbon
  10. filtrationfiltered through diatomaceous earth and hexanes
  11. additionadded to the filtrate at the boil

出典と根拠

ORDレコード
ord-c2f14b6f3495411db556178da289c4f2
出典データセット
uspto-grants-1996_05
特許番号
US05521173

関連ノート

読み込み中…