Hydrochloric Acid → HCID 136399284, compound

HRID 325731Notes

Reaction equation

HRID 325731 reaction equation
[C:1]([C:4]1[C:5]([OH:30])=[C:6]([CH:24]=[C:25]([N+:27]([O-])=O)[CH:26]=1)[NH:7][C:8]([C:10]1[N:14]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)[N:13]=[N:12][N:11]=1)=[O:9])(=[O:3])[CH3:2].[ClH:31]>C(O)C.[Pd]>[ClH:31].[C:1]([C:4]1[C:5]([OH:30])=[C:6]([CH:24]=[C:25]([NH2:27])[CH:26]=1)[NH:7][C:8]([C:10]1[N:14]([CH2:15][C:16]2[CH:17]=[CH:18][C:19]([O:22][CH3:23])=[CH:20][CH:21]=2)[N:13]=[N:12][N:11]=1)=[O:9])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 135721003HCID 135721003, compound

Product 1

HCID 136399284HCID 136399284, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 3'-acetyl-2'-hydroxy-1-(4-methoxybenzyl)-5'-nitro-1H-tetrazole-5-carboxanilide (2.06 g) in a solution of hydrogen chloride in ethanol (0.36 N; 60 ml) was hydrogenated at atmospheric pressure and at 25° C., using a 5% w/w palladium on charcoal catalyst (0.5 g), during a period of 150 minutes. The catalyst was then filtered off and the filtrate was evaporated in vacuo. The resulting residue was recrystallised from ethanol to give 3'-acetyl-5'-amino-2'-hydroxy-1-(4-methoxybenzyl)-1H-tetrazole-5-carboxanilide hydrochloride (1.2 g), in the form of colourless crystals, m.p. 225° C. (with decomposition).

Workup

  1. customwas hydrogenated at atmospheric pressure and at 25° C.
  2. filtrationThe catalyst was then filtered off
  3. customthe filtrate was evaporated in vacuo
  4. customThe resulting residue was recrystallised from ethanol

Sources & evidence

ORD record
ord-13753035ceac411e953bb3f06f54a048
Source dataset
uspto-grants-1984_04
Patent number
US04442115

Reaction notes

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