(E,E)-5-[2-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]-2,4-pentadienenitrile → 5-[4-[2-(5-Methyl-2-phenyl-4-oxazolylmethoxy)phenyl]-1,3-butadien-1-yl]tetrazole

HRID 233334Notes

Reaction equation

HRID 233334 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1/[CH:21]=[CH:22]/[CH:23]=[CH:24]/[C:25]#[N:26].[N-:27]=[N+:28]=[N-:29].[Na+].[Cl-].[NH4+]>>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH:21]=[CH:22][CH:23]=[CH:24][C:25]1[NH:29][N:28]=[N:27][N:26]=1

Participants

3

Reactant 2

HCID 11099952(E,E)-5-[2-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]-2,4-pentadienenitrileHCID 21923157Sodium azide ammonium chloride

Product 1

HCID 1784348325-[4-[2-(5-Methyl-2-phenyl-4-oxazolylmethoxy)phenyl]-1,3-butadien-1-yl]tetrazole

Procedure

According to the method described for Example 1, (E,E)-5-[2-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]-2,4-pentadienenitrile was allowed to react with sodium azide-ammonium chloride to give 5-[4-[2-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]-1,3-butadien-1-yl]tetrazole. Recrystallization from dichloromethane-methanol gave colorless prisms, m.p.192°-193° C.

Sources & evidence

ORD record
ord-cafd88f85770491093644d11a45c8225
Source dataset
uspto-grants-1997_01
Patent number
US05591862

Reaction notes

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