Hydrochloric Acid → HCID 178520398, compound

HRID 1264466Notes

Reaction equation

HRID 1264466 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-926c057061a842a7987e640a34079100
Source dataset
uspto-grants-2003_04
Patent number
US06544951B2

Reaction notes

Loading…