Hydrochloric Acid → HCID 178520398, compound

HRID 1530826Notes

Reaction equation

HRID 1530826 reaction equation
[C:1]([CH2:3][C:4]([NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:5])#[N:2].C([Sn]([N:26]=[N+:27]=[N-:28])(CCCC)CCCC)CCC.Cl>C1(C)C=CC=CC=1.CCOCC>[NH:26]1[C:1]([CH2:3][C:4]([NH:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[O:5])=[N:2][N:28]=[N:27]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 69296Acetamide, 2-cyano-N-phenyl-HCID 4984872Tributyltin azide

Product 1

HCID 178520398HCID 178520398, compoundYield 90.3%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of 2-cyano-acetanilide (0.801 g, 5.0 mmol) and tri-n-butyltin azide (2.05 mL, 7.5 mmol) in anhydrous toluene (10 mL) was heated at reflux for 48 hrs. The mixture was allowed to cool to room temperature and treated with 2.0 N HCl in Et2O (5.0 mL). The resulting precipate was collected by suction, washed with hexane and dried in vacuo to give 2-(1H-tetrazol-5-yl)acetanilide (0.917 g, 90%) as a white solid.

Workup

  1. temperatureat reflux for 48 hrs
  2. customThe resulting precipate was collected by suction
  3. washwashed with hexane
  4. customdried in vacuo

Sources & evidence

ORD record
ord-4a0e75d4a91f42819706952a63e2d66d
Source dataset
uspto-grants-2001_03
Patent number
US06197750B1

Reaction notes

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