Sulfuric Acid → HCID 178468695, compound

HRID 592304Notes

Reaction equation

HRID 592304 reaction equation
[NH:1]1[C:5]2[CH:6]=[C:7]([C:10]([OH:12])=[O:11])[CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1.S(=O)(=O)(O)O.[OH-].[Na+].[C:20](OCC)(=O)[CH3:21]>C(O)C>[NH:1]1[C:5]2[CH:6]=[C:7]([C:10]([O:12][CH2:20][CH3:21])=[O:11])[CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 178524186HCID 178524186, compound

Product 1

HCID 178468695HCID 178468695, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 1H-1,2,3-benzotriazole-6-carboxylic acid (6.0 g, 36.8 mmol) in ethanol (27.8 mL) was added sulfuric acid (1.5 mL, 28.1 mmol). The mixture was heated to 60 C. After 18 h, the mixture was cooled to ambient temperature. Aqueous sodium hydroxide (3N) and ethyl acetate was added and solid crashed out of the solution. The solid was filtered and dried under hi-vac to give the title compound (5.14 g): LC-MS [M+1]=192.1.

Workup

  1. temperatureThe mixture was heated to 60 C
  2. filtrationThe solid was filtered
  3. customdried under hi-vac

Sources & evidence

ORD record
ord-fd500a3375c842aa8723f923822906a2
Source dataset
uspto-grants-2016_01
Patent number
US09238647B2

Reaction notes

Loading…