Hydrochloric Acid → HCID 178420489, compound

HRID 2379464Notes

Reaction equation

HRID 2379464 reaction equation
[C:1]1([N:7]2[C:11]([NH2:12])=[N:10][N:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[K+].Cl>O>[C:1]1([NH:7][C:11]2[NH:12][N:8]=[N:9][N:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 21640Fenamol

Product 1

HCID 178420489HCID 178420489, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A suspension of 1-phenyl-1H-tetrazol-5-amine (38.63 g, 0.2397 mol) in xylenes (380 mL) was refluxed under nitrogen for 1.3 hours and allowed to cool. The suspension was stirred overnight. The mixture was chilled (+3° C.) for 2 hours, and the solids were filtered off. The filter cake was washed with PET ether and then dissolved in a solution of potassium hydroxide (20.1 g, 0.358 mol) in water (1.1 L). The mixture was filtered, and the filtrate was acidified by the dropwise addition of concentrated hydrochloric acid (46 mL, 0.55 mol). A precipitate formed. The solids were filtered off, washed with water (25 mL), and dried under house vacuum/air stream (40° C.), yield 35.0 g h(90%); mp=208°-209° C. (gas evol.)

Workup

  1. temperaturewas refluxed under nitrogen for 1.3 hours
  2. temperatureto cool
  3. temperatureThe mixture was chilled (+3° C.) for 2 hours
  4. filtrationthe solids were filtered off
  5. washThe filter cake was washed with PET ether
  6. filtrationThe mixture was filtered
  7. customA precipitate formed
  8. filtrationThe solids were filtered off
  9. washwashed with water (25 mL)
  10. customdried under house vacuum/air stream (40° C.), yield 35.0 g h(90%)

Sources & evidence

ORD record
ord-4e5535a7ae0643dcbf657d44fed11406
Source dataset
uspto-grants-1994_11
Patent number
US05362744

Reaction notes

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