Ammonium Chloride → HCID 178423703, compound

HRID 2073298Notes

Reaction equation

HRID 2073298 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([C:15]#[N:16])=[CH:11][CH:10]=2)[CH:5]=[CH:6][C:7]=1[CH3:8].[N-:17]=[N+:18]=[N-:19].[Na+].[Cl-].[NH4+]>CN(C=O)C>[CH3:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([C:15]3[NH:19][N:18]=[N:17][N:16]=3)=[CH:11][CH:10]=2)[CH:5]=[CH:6][C:7]=1[CH3:8]

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 14750779HCID 14750779, compound

Product 1

HCID 178423703HCID 178423703, compoundYield 38.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
125 °C

Procedure

A suspension of 10.0 g of 3',4'-dimethyl[1,1'-biphenyl]-4-carbonitrile, 3.45 g of sodium azide and 2.8 g of ammonium chloride in 300 mL of DMF was heated to a bath temperature of 125° C. for 20 hours. The reaction mixture was cooled, filtered, and evaporated and the residue was taken up in ethyl acetate and washed with water. The residue obtained after drying and evaporation was crystallized from ethyl acetate-dichloromethane to give 4.6 g of 5-(3',4'-Dimethyl[1,1'-biphenyl]-4-yl)-1H-tetrazole, mp 192°-194° C. The analytical sample melted 193°-194° C.

Workup

  1. temperatureThe reaction mixture was cooled
  2. filtrationfiltered
  3. customevaporated
  4. washwashed with water
  5. customThe residue obtained
  6. customafter drying
  7. customevaporation
  8. customwas crystallized from ethyl acetate-dichloromethane

Sources & evidence

ORD record
ord-36378f8a1fca4eef814f8df8f6ca75bc
Source dataset
uspto-grants-1990_04
Patent number
US04916145

Reaction notes

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