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3'-acetyl-1-benzyl-2'-hydroxy-1H-tetrazole-5-carboxanilide → HCID 178436404, 화합물

HRID 325719
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HRID 325719 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

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

생성물 1

HCID 178436404HCID 178436404, 화합물수율 16.7%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 176Acetic Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d2bfb87fa9df4218a0876a0af4798499
출처 데이터셋
uspto-grants-1984_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04442115

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