Sulfuric Acid → HCID 178472125, compound

HRID 650234Notes

Reaction equation

HRID 650234 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]2[NH:6][N:7]=[N:8][C:4]=2[CH:3]=1.S(=O)(=O)(O)O.[N:16]([O-])=O.[Na+].C([CH:23]([C:28](=[O:30])[CH3:29])[CH2:24][C:25]([O-:27])=[O:26])(=O)C.[C:31]([O-])(=O)[CH3:32].[Na+]>O.C(O)C>[NH:6]1[C:5]2[CH:9]=[CH:10][C:2]([NH:1][NH:16][CH:23]([C:28](=[O:30])[CH3:29])[CH2:24][C:25]([O:27][CH2:31][CH3:32])=[O:26])=[CH:3][C:4]=2[N:8]=[N:7]1

Participants

8

Reactant 5

HCID 1118Sulfuric AcidHCID 517045Sodium AcetateHCID 21714649HCID 21714649, compoundHCID 23668193Sodium NitriteHCID 178507366HCID 178507366, compound

Product 1

HCID 178472125HCID 178472125, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 962WaterSolvent3×

Conditions

Temperature
0 °C

Procedure

To a solution of 1.0 g. (7.45 mmoles) of 5-aminobenzotriazole in 10 ml. of ethanol, was added 10 ml. of water and 45 ml. of concentrated sulfuric acid. The solution was cooled to 0° C. and a solution of 560 mg. (8.2 mmoles) of sodium nitrite in 3 ml. of water was added dropwise. After 90 minutes at this temperature, the solution was added to a solution of 1.53 g. (8.2 mmoles) of 3-acetyl-4-oxopentanoate, 2.05 g. (22.3 mmoles) and sodium acetate in 10 ml. of ethanol and 20 ml. of water. A solid began to separate which was collected after 30 minutes to give 1.73 g. of product.

Workup

  1. additionthe solution was added to a solution of 1.53 g
  2. customto separate which
  3. customwas collected after 30 minutes
  4. customto give 1.73 g

Sources & evidence

ORD record
ord-efe11eda0b9c4e06bf1ae694ef22a7de
Source dataset
uspto-grants-2001_08
Patent number
US06271373B1

Reaction notes

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