HCID 53830265, compound → HCID 86744616, compound

HRID 1638256Notes

Reaction equation

HRID 1638256 reaction equation
[N+:1]([O:4][CH2:5][C:6]1[N:10]([CH:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH2:14][CH2:13][CH2:12]2)[CH:9]=[N:8][CH:7]=1)([O-:3])=[O:2]>[O-2].[Mn+4].[O-2].O1CCOCC1>[N+:1]([O-:4])([OH:3])=[O:2].[CH:11]1([N:10]2[C:6]([CH:5]=[O:4])=[CH:7][N:8]=[CH:9]2)[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:14][CH2:13][CH2:12]1

Participants

4

Reactant 1

HCID 53830265HCID 53830265, compound

Product 1

HCID 86744616HCID 86744616, compoundYield 53.6%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 312751,4-DioxaneSolvent

Procedure

A solution of 8.5 parts of 1-(1,2,3,4-tetrahydro-1-naphthalenyl)-1Himidazole-5-methanol mononitrate and 17 parts of manganese(IV) oxide in 50 parts of 1,4-dioxane was stirred for 10 hours at 90° C. The reaction mixture was filtered and the filtrate was evaporated. The residue was converted into the nitrate salt in 2-propanone and 2,2'-oxybispropane. The salt was filtered off and dried, yielding 5.9 parts (53.6%) of 1-(1,2,3,4-tetrahydro-1-naphthalenyl)-1H-imidazole-5-carboxaldehyde mononitrate; mp. 161.6° C. (compound 2.05).

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate was evaporated
  3. filtrationThe salt was filtered off
  4. customdried

Sources & evidence

ORD record
ord-4b6a08c148214eddbda6e43a4f24358b
Source dataset
uspto-grants-1989_11
Patent number
US04878940

Reaction notes

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