Ammonium Chloride → HCID 178420131, compound

HRID 370488Notes

Reaction equation

HRID 370488 reaction equation
[C:1]([CH2:3][C:4]1[CH:5]=[CH:6][C:7]2[O:11][CH:10]=[C:9]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:8]=2[CH:18]=1)#[N:2].[N-:19]=[N+:20]=[N-:21].[Na+].[Cl-].[NH4+]>O>[C:12]1([C:9]2[C:8]3[CH:18]=[C:4]([CH2:3][C:1]4[NH:21][N:20]=[N:19][N:2]=4)[CH:5]=[CH:6][C:7]=3[O:11][CH:10]=2)[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 20195529HCID 20195529, compound

Product 1

HCID 178420131HCID 178420131, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
110 °C

Procedure

A mixture of 4.6 g. (0.02 mole) of 5-cyanomethyl-3-phenylbenzofuran, 1.5 g. of sodium azide and 1.2 g. of ammonium chloride in 15 ml. of N,N-dimethylformaide is heated at 110° C. for 20 hours. The reaction mixture is poured into 200 ml. of water and stirred. The mixture is extracted with 50 ml. of chloroform. The extracts are washed with water, then dried over magnesium sulfate. Evaporation provides a residue which is recrystallized from ethyl acetate to provide 3-phenyl-5-(1H-tetrazol-5yl)methylbenzofuran.

Workup

  1. additionA mixture of 4.6 g
  2. additionThe reaction mixture is poured into 200 ml
  3. extractionThe mixture is extracted with 50 ml
  4. washThe extracts are washed with water
  5. dry with materialdried over magnesium sulfate
  6. customEvaporation
  7. customprovides a residue which
  8. customis recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-4751ce17d32d4c838e6933f7317490ae
Source dataset
uspto-grants-1985_07
Patent number
US04526896

Reaction notes

Loading…