Ammonium Chloride → HCID 178419850, compound

HRID 1067132Notes

Reaction equation

HRID 1067132 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]([C:18]3[CH:19]([CH2:24][C:25]4[CH:30]=[CH:29][CH:28]=[C:27]([C:31]#[N:32])[CH:26]=4)[CH2:20][CH2:21][CH2:22][CH:23]=3)[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-:33]=[N+:34]=[N-:35].[Na+].[NH4+].[Cl-]>CN(C=O)C>[C:1]1([C:7]2[N:8]=[C:9]([C:18]3[CH:19]([CH2:24][C:25]4[CH:30]=[CH:29][CH:28]=[C:27]([C:31]5[NH:35][N:34]=[N:33][N:32]=5)[CH:26]=4)[CH2:20][CH2:21][CH2:22][CH:23]=3)[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

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 21196468HCID 21196468, compound

Product 1

HCID 178419850HCID 178419850, compoundYield 81.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

To a solution of 2-(4,5-diphenyloxazol-2-yl)-1-(3-cyanobenzyl)-2-cyclohexene (400 mg) in DMF (8 ml) were added NaN3 (100 mg) and NH4Cl (80 mg). After stirred for 12 hours at 120° C., the mixture was partitioned between ethyl acetate and water and the organic layer was washed with 1N-HCl and brine. The dried solvent was evaporated in vacuo and the obtained solid was washed with a mixture of ether and n-hexane to afford 2-(4,5-diphenyloxazol-2-yl)-1-{3-(1H-tetrazol-5-yl)benzyl}-2-cyclohexene (0.36 g).

Workup

  1. customthe mixture was partitioned between ethyl acetate and water
  2. washthe organic layer was washed with 1N-HCl and brine
  3. customThe dried solvent was evaporated in vacuo
  4. washthe obtained solid was washed with a mixture of ether and n-hexane

Sources & evidence

ORD record
ord-b76b837c76be460693d54780d8e56d9f
Source dataset
uspto-grants-2001_06
Patent number
US06245790B1

Reaction notes

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