Ammonium Chloride → HCID 178479921, compound

HRID 456826Notes

Reaction equation

HRID 456826 reaction equation
[CH3:1][N:2]1[C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[CH:5][CH:4]=[C:3]1[C:13]1[CH:14]=[C:15]2[C:20](=[CH:21][CH:22]=1)[CH:19]=[C:18]([O:23][CH2:24][C:25]#[N:26])[CH:17]=[CH:16]2.[Cl-].[NH4+].[N-:29]=[N+:30]=[N-:31].[Na+]>CN(C=O)C>[CH3:1][N:2]1[C:6]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[CH:5][CH:4]=[C:3]1[C:13]1[CH:14]=[C:15]2[C:20](=[CH:21][CH:22]=1)[CH:19]=[C:18]([O:23][CH2:24][C:25]1[NH:31][N:30]=[N:29][N:26]=1)[CH:17]=[CH:16]2

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 18439033{[6-(1-methyl-5-phenyl-1H-pyrrol-2-yl)-2-naphthyl]oxy}acetonitrile

Product 1

HCID 178479921HCID 178479921, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a similar manner as described in step 2 of Example 3, the title compound was prepared from {[6-(1-methyl-5-phenyl-1H-pyrrol-2-yl)-2-naphthyl]oxy}acetonitrile (0.20 g, 0.48 mmol), prepared in the previous step, ammonium chloride (0.077 g, 1.44 mmol) and sodium azide (0.094 g, 1.44 mmol) in DMF (10 mL). The precipitated solids were isolated by vacuum filtration to give 5-({[6-(1-methyl-5-phenyl-1H-pyrrol-2-yl)-2-naphthyl]oxy}methyl)-1H-tetraazole. as a white solid (0.228 g, 81%), mp 231–233° C. (dec). Elemental Analysis for C23H19N5O.0.34 H2O.0.07 C3H7NO Calc'd: C, 70.99; H, 5.18; N, 18.08. Found: C, 70.84; H, 5.07; N, 18.18.

Workup

  1. customThe precipitated solids were isolated by vacuum filtration

Sources & evidence

ORD record
ord-7f4f8874af6d4782add7c7eefd4c8677
Source dataset
uspto-grants-2007_03
Patent number
US07186749B2

Reaction notes

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