Hydrochloric Acid → HCID 178503132, compound

HRID 1033502Notes

Reaction equation

HRID 1033502 reaction equation
[CH3:1][S:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][CH:4]=1.[N-:11]=[N+:12]=[N-:13].[Na+].[Cl-].[NH4+].Cl>O.CN(C=O)C>[CH3:1][S:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]2[NH:13][N:12]=[N:11][N:8]=2)=[CH:5][CH:4]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 5909604-(Methylthio)benzonitrile

Product 1

HCID 178503132HCID 178503132, compoundYield 39%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

3.0 g (0.02 mol) of 4-(methylthio)benzonitrile, 1.44 g (0.022 mol) of sodium azide and 0.12 g (0.0022 mol) of ammonium chloride were added to 20 ml of DMF. The reaction system was then stirred at a reaction temperature kept at 100° C. for 10 hours. After the completion of the reaction, water and concentrated hydrochloric acid were added to the reaction system so that it was acidified. The resulting crystal was filtered off, and then recrystallized from isopropyl alcohol to obtain 1.5 g (7.8 mml) of 5-(4-methylthiophenyl)-tetrazole (Compound (III)) (m.p. 222° C.).

Workup

  1. additionwere added to the reaction system so that it
  2. filtrationThe resulting crystal was filtered off
  3. customrecrystallized from isopropyl alcohol

Sources & evidence

ORD record
ord-eeb11980f86041e69dd32dde7fd6f565
Source dataset
uspto-grants-1994_05
Patent number
US05310918

Reaction notes

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