Ammonium Chloride → HCID 178420074, compound

HRID 456840Notes

Reaction equation

HRID 456840 reaction equation
[C:1]1([N:7]2[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:10][CH:9]=[C:8]2[C:18]2[CH:19]=[C:20]3[C:25](=[CH:26][CH:27]=2)[CH:24]=[C:23]([O:28][CH2:29][C:30]#[N:31])[CH:22]=[CH:21]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl-].[NH4+].[N-:34]=[N+:35]=[N-:36].[Na+]>CN(C=O)C>[C:1]1([N:7]2[C:11]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)=[CH:10][CH:9]=[C:8]2[C:18]2[CH:19]=[C:20]3[C:25](=[CH:26][CH:27]=2)[CH:24]=[C:23]([O:28][CH2:29][C:30]2[NH:36][N:35]=[N:34][N:31]=2)[CH:22]=[CH:21]3)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 18439028{[6-(1,5-diphenyl-1H-pyrrol-2-yl)-2-naphthyl]oxy}acetonitrile

Product 1

HCID 178420074HCID 178420074, compoundYield 98%

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-(1,5-diphenyl-1H-pyrrol-2-yl)-2-naphthyl]oxy}acetonitrile (0.180 g, 0.373 mmol), prepared in the previous step, ammonium chloride (0.060 g, 1.12 mmol) and sodium azide (0.073 g, 1.12 mmol) in DMF (10 mL). The precipitated solids were isolated by vacuum filtration to give 5-({[6-(1,5-diphenyl-1H-pyrrol-2-yl)-2-naphthyl]oxy}methyl)-1H-tetraazole as an off-white solid (0.130 g, 98%), mp 269–270° C. (dec). Elemental Analysis for C28H21N5O Calc'd: C, 75.83; H, 4.77; N, 15.79. Found: C, 75.83; H, 4.69; N, 15.50.

Workup

  1. customThe precipitated solids were isolated by vacuum filtration

Sources & evidence

ORD record
ord-7076ac224e1f4721912f487707d4bff9
Source dataset
uspto-grants-2007_03
Patent number
US07186749B2

Reaction notes

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