Hydrochloric Acid → HCID 178478461, compound

HRID 373951Notes

Reaction equation

HRID 373951 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-1e13144963b84e68964e7c115b7dd202
Source dataset
uspto-grants-1992_11
Patent number
US05166210

Reaction notes

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