Sodium azide ammonium chloride → 5-[4-[3-(5-Methyl-2-phenyl-4-oxazolylmethoxy)phenyl]-1,3-butadien-1-yl]tetrazole

HRID 233333Notes

Reaction equation

HRID 233333 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:16]=[C:17](/[CH:21]=[CH:22]/[CH:23]=[CH:24]/[C:25]#[N:26])[CH:18]=[CH:19][CH:20]=1.[Cl-].[NH4+].[N-:29]=[N+:30]=[N-:31].[Na+]>>[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:16]=[C:17]([CH:21]=[CH:22][CH:23]=[CH:24][C:25]2[NH:31][N:30]=[N:29][N:26]=2)[CH:18]=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 21923157Sodium azide ammonium chlorideHCID 23361384(E,E)-5-[3-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]-2,4-pentadienenitrile

Product 1

HCID 1784348365-[4-[3-(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-[3-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]-2,4-pentadienenitrile was allowed to react with sodium azide -ammonium chloride to give 5-[4-[3-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]-1,3-butadien-1-yl]tetrazole. Recrystallization from methanol gave colorless prisms, m.p.201°-202° C.

Sources & evidence

ORD record
ord-e28effe824314dd78bf7e12d44d4cb56
Source dataset
uspto-grants-1997_01
Patent number
US05591862

Reaction notes

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