Hydrochloric Acid → HCID 178507471, compound

HRID 450072Notes

Reaction equation

HRID 450072 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.Cl.C(N(CC)CC)C.[N-:18]=[N+:19]=[N-:20].[Na+].Cl>C1(C)C=CC=CC=1>[NH:18]1[C:6]([C:5]2[CH:8]=[CH:9][C:2]([NH2:1])=[CH:3][CH:4]=2)=[N:7][N:20]=[N:19]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 11130Triethylamine hydrochlorideHCID 133964-AminobenzonitrileHCID 33557Sodium Azide

Product 1

HCID 178507471HCID 178507471, compoundYield 44.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of p-amino benzonitrile (2 g, 16.9 mmol), triethylamine hydrochloride (3.49 g, 25.38 mmol) and sodium azide (1.65 g, 25.38 mmol) were taken in anhydrous toluene (20 ml) and heated to reflux for 24 hr. The reaction mixture was cooled to room temperature and neutralized with dilute hydrochloric acid. The resultant precipitate was filtered, washed with water then dried to give 4-(1H-tetrazol-5-yl)-phenylamine (1.2 g, 44%).

Workup

  1. temperatureheated
  2. temperatureto reflux for 24 hr
  3. filtrationThe resultant precipitate was filtered
  4. washwashed with water
  5. customthen dried

Sources & evidence

ORD record
ord-e8267a3a86ba47218a9f2d61b88c9732
Source dataset
uspto-grants-2013_07
Patent number
US08486962B2

Reaction notes

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