HCID 323656, compound → HCID 323655, compound

HRID 1856218Notes

Reaction equation

HRID 1856218 reaction equation
[CH:1]([NH:3][NH:4][S:5]([CH:8]=[CH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(=[O:7])=[O:6])=O.O.[C:17]([OH:21])(=[O:20])C=O>Cl.O>[CH:8]([S:5]([NH:4][N:3]=[CH:1][C:17]([OH:21])=[O:20])(=[O:7])=[O:6])=[CH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 2

HCID 323656HCID 323656, compoundHCID 15620607Glyoxylic acid, monohydrate

Product 1

HCID 323655HCID 323655, compoundYield 53.6%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

In this operation a suspension of 1-formyl-2-(β-styrenesulfonyl)hydrazine (4.98 g, 22 mmol) in 6 N HCl (44 cc) was stirred for 4.5 hr at 50°-55° C. After cooling a small amount of insoluble material was removed by filtration. The filtrate was added all at once to a stirred solution of glyoxylic acid monohydrate (2.4 g, 26 mmol) in water (180 cc), and stirring was continued for 3 hr. The white crystalline solid which had precipitated was collected by filtration and air dried to give 3.0 g of the product compound, m.p. 141° (dec.).

Workup

  1. temperatureAfter cooling a small amount of insoluble material
  2. customwas removed by filtration
  3. stirringstirring
  4. waitwas continued for 3 hr
  5. customThe white crystalline solid which had precipitated
  6. filtrationwas collected by filtration and air
  7. customdried

Sources & evidence

ORD record
ord-7c2fc537233243b58bc972875f3edb83
Source dataset
uspto-grants-1980_08
Patent number
US04218465

Reaction notes

Loading…