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3'-acetyl-1-benzyl-2'-hydroxy-1H-tetrazole-5-carboxanilide → HCID 178436404、化合物

HRID 325719
ノート
印刷プレビュー

反応式

HRID 325719 の反応式
[C:1]([C:4]1[C:5]([OH:25])=[C:6]([CH:22]=[CH:23][CH:24]=1)[NH:7][C:8]([C:10]1[N:14](CC2C=CC=CC=2)[N:13]=[N:12][N:11]=1)=[O:9])(=O)[CH3:2]>C(O)(=O)C.[Pd]>[CH2:1]([C:4]1[C:5]([OH:25])=[C:6]([CH:22]=[CH:23][CH:24]=1)[NH:7][C:8]([C:10]1[NH:14][N:13]=[N:12][N:11]=1)=[O:9])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 1360663373'-acetyl-1-benzyl-2'-hydroxy-1H-tetrazole-5-carboxanilide

生成物 1

HCID 178436404HCID 178436404、化合物収率 16.7%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 176Acetic Acid溶媒

実験手順

A solution of 3'-acetyl-1-benzyl-2'-hydroxy-1H-tetrazole-5-carboxanilide (2.6 g) in glacial acetic acid (100 ml) was hydrogenated at 52° C. and 4.1 kg/cm2 for 6 hours, using a catalyst of palladium on charcoal (5% w/w). The mixture was filtered and the filtrate was evaporated in vacuo to give a solid residue, which was recrystallised by dissolving in hot dimethylformamide (7 ml) and slowly adding a large volume of water (100 ml). The colourless solid which crystallised out was collected and discarded as an unwanted by-product. The mother liquor was evaporated under diminished pressure, and the resulting residue was recrystallised from a small volume of aqueous dimethylformamide to give 3'-ethyl-2'-hydroxytetrazole-5-carboxanilide (0.3 g) in the form of pale cream crystals, m.p. 185°-187° C.

後処理

  1. customwas hydrogenated at 52° C.
  2. filtrationThe mixture was filtered
  3. customthe filtrate was evaporated in vacuo
  4. customto give a solid residue, which
  5. customwas recrystallised
  6. dissolutionby dissolving in hot dimethylformamide (7 ml)
  7. additionslowly adding a large volume of water (100 ml)
  8. customThe colourless solid which crystallised out
  9. customwas collected
  10. customThe mother liquor was evaporated under diminished pressure
  11. customthe resulting residue was recrystallised from a small volume of aqueous dimethylformamide

出典と根拠

ORDレコード
ord-d2bfb87fa9df4218a0876a0af4798499
出典データセット
uspto-grants-1984_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04442115

反応ノート

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