Hydrochloric Acid → HCID 178423709, compound

HRID 363744Notes

Reaction equation

HRID 363744 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=1)#[N:2].[NH2:16][NH2:17].[N:18]([O-])=O.[Na+].Cl>C(O)C>[NH:16]1[C:1]([C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[C:9]2[CH:10]=[CH:11][C:12]([CH3:15])=[CH:13][CH:14]=2)=[N:2][N:18]=[N:17]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 9321HydrazineHCID 1455122-Cyano-4'-methylbiphenylHCID 23668193Sodium Nitrite

Product 1

HCID 178423709HCID 178423709, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

First, 26.9 mmol of 2-cyano-4'-methyl-1,1'-biphenyl was dissolved in 150 ml of ethanol, and 270 mmol of hydrazine and 77.7 mmol of 28% methylate were added thereto, followed by keeping at 50° C. for 48 hours. The reaction mixture was concentrated under reduced pressure. The residue was dissolved in 100 ml of ethanol, and 55 mmol of sodium nitrite and 110 mmol of concentrated hydrochloric acid were added to the solution at 0° C. After keeping at 0°-5° C. for 2 hours, the reaction mixture was concentrated to give 2-(tetrazol-5-yl)-4'-methyl-1,1'-biphenyl. Yield, 46%

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. dissolutionThe residue was dissolved in 100 ml of ethanol
  3. waitAfter keeping at 0°-5° C. for 2 hours
  4. concentrationthe reaction mixture was concentrated

Sources & evidence

ORD record
ord-cd702d6bba6643ecb1786c6a0dad7c06
Source dataset
uspto-grants-1999_02
Patent number
US05874593

Reaction notes

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