Ammonium Chloride → HCID 178420154, compound

HRID 1653815Notes

Reaction equation

HRID 1653815 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][C:24]#[N:25])[O:10][C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N-:26]=[N+:27]=[N-:28].[Na+].[Cl-].[NH4+]>CN(C)C=O>[C:1]1([C:7]2[N:8]=[C:9]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][C:24]3[NH:28][N:27]=[N:26][N:25]=3)[O:10][C:11]=2[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 20080508HCID 20080508, compound

Product 1

HCID 178420154HCID 178420154, compoundYield 35.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The procedure is as in the preceding example, heating 1 g of 7-(4,5-diphenyl-2-oxazolyl)heptanenitrile, twice 0.9 g of sodium azide and twice 0.7 g of ammonium chloride in 20 cm3 of dimethylformamide. The solid residue derived from the extractions is crystallised in a mixture of ethyl acetate (5 cm3) and diisopropyl ether (15 cm3). 0.4 g (35%) of 5-[6-(4,5-diphenyl-2-oxazolyl)hexyl]tetrazole is obtained in the form of white crystals, melting point 132° C.

Workup

  1. extractionThe solid residue derived from the extractions
  2. customis crystallised in a mixture of ethyl acetate (5 cm3) and diisopropyl ether (15 cm3)

Sources & evidence

ORD record
ord-7ddf1f8f7c2e4fffa45b5f3f1b3b49d0
Source dataset
uspto-grants-1995_04
Patent number
US05403852

Reaction notes

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