Acetone → HCID 10999770, compound

HRID 341962Notes

Reaction equation

HRID 341962 reaction equation
[Na].[Cl:2][C:3]1[CH:8]=[C:7]([Cl:9])[C:6]([OH:10])=[CH:5][C:4]=1[NH:11][NH:12][CH:13]=[O:14].[OH-].[Na+].CO.[CH3:19][C:20]([CH3:22])=O>O>[Cl:2][C:3]1[CH:8]=[C:7]([Cl:9])[C:6]([O:10][CH2:22][C:20]#[CH:19])=[CH:5][C:4]=1[NH:11][NH:12][CH:13]=[O:14]

Participants

6

Reactant 4

HCID 180AcetoneHCID 887MethanolHCID 14798Sodium HydroxideHCID 67596894HCID 67596894, compound

Product 1

HCID 10999770HCID 10999770, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

A stirred suspension of formic acid N'-(2,4-dichloro-5-hydroxyphenyl)-hydrazide sodium salt (1.1 g, 5 mmol) in a mixture of 25 ml acetone and 25 ml water is reacted at room temperature with benzene sulfonic acid-(2-propargyl)ester (1.01 g, 5 mmol). Sodium hydroxide solution (0,2 g, 5 mmol in 5 ml water) is added dropwise within 30 minutes so that the pH value lies between 9.5 and 10. The result is reacted with 10 ml methanol to produce a clear solution. This is heated to 40° C. for 30 minutes during which a precipitate forms. The result is stirred over night, the product is filtered off and washed with water. Yield: 0.8 g (61%) pale brown crystals Melting point: 184° C.

Workup

  1. customto produce a clear solution
  2. filtrationthe product is filtered off
  3. washwashed with water

Sources & evidence

ORD record
ord-573b1843db0e4847b0ae70f8b9a3c39e
Source dataset
uspto-grants-1999_01
Patent number
US05856495

Reaction notes

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