Hydrochloric Acid → HCID 178478461, compound

HRID 2073870Notes

Reaction equation

HRID 2073870 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][C:5]#[N:6].[N-:7]=[N+:8]=[N-:9].[Na+].[Cl-].[Al+3].[Cl-].[Cl-].Cl.N=[N+]=[N-]>O1CCCC1>[Cl:1][CH2:2][CH2:3][CH2:4][C:5]1[NH:9][N:8]=[N:7][N:6]=1

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 123364-ChlorobutyronitrileHCID 24530Hydrazoic acidHCID 33557Sodium AzideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 178478461HCID 178478461, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 4-chlorobutyronitrile, (0.05 mol) sodium azide (0.20 mol) and anhydrous aluminum chloride (0.05 mol) in 100 ml of dry tetrahydrofuran is refluxed for 24 hours. After cooling to ambient temperature the reaction is acidified with 75 ml of 15% hydrochloric acid while the hydrazoic acid generated is removed by means of an aspirator. The organic and aqueous layers are then separated and the aqueous layer extracted with ethylacetate. The combined organic extracts are dried (magnesium sulfate) and evaporated to give 5-(3-chloropropyl)tetrazole which is used directly in the next step.

Workup

  1. temperatureis refluxed for 24 hours
  2. customgenerated is removed by means of an aspirator
  3. customThe organic and aqueous layers are then separated
  4. extractionthe aqueous layer extracted with ethylacetate
  5. dry with materialThe combined organic extracts are dried (magnesium sulfate)
  6. customevaporated

Sources & evidence

ORD record
ord-6335ce222024428cbef396c981ce8573
Source dataset
uspto-grants-1990_04
Patent number
US04920130

Reaction notes

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