HCID 20524769, compound → HCID 20524773, compound

HRID 1105711Notes

Reaction equation

HRID 1105711 reaction equation
C(OC([NH:6][NH:7][C:8]([CH:10]([N:12]([S:21]([CH3:24])(=[O:23])=[O:22])[C:13]1[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][C:14]=1[CH3:20])[CH3:11])=[O:9])=O)C>C(O)C.[OH-].[Na+]>[NH:7]([C:8]([CH:10]([N:12]([S:21]([CH3:24])(=[O:23])=[O:22])[C:13]1[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][C:14]=1[CH3:20])[CH3:11])=[O:9])[NH2:6]

Participants

4

Reactant 1

HCID 20524769HCID 20524769, compound

Product 1

HCID 20524773HCID 20524773, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of N-[1-(2-(ethoxycarbonyl)hydrazinocarbonyl)ethyl]-2',6'-dimethylmethanesulphonanilide (5.6 g) in ethanol (75 ml) and 10% sodium hydroxide solution (75 ml) was heated on a steam bath for 21/2 hours, and then the ethanol was evaporated off. The aqueous solution remaining was acidified with dilute hydrochloric acid, heated on a steam bath for 1 hour, and then filtered. The filtrate was just neutralised with dilute sodium hydroxide solution, saturated with sodium chloride and extracted with chloroform. The chloroform solution was dried and evaporated, and the residue gave colourless crystals of N-[1-(hydrazinocarbonyl)ethyl]-2',6'-dimethylmethanesulphonanilide from a solution in toluene/60°-80° petrol. Yield 2.6 g (58%). Melting point 115°-118°.

Workup

  1. customthe ethanol was evaporated off
  2. temperatureheated on a steam bath for 1 hour
  3. filtrationfiltered
  4. extractionextracted with chloroform
  5. dry with materialThe chloroform solution was dried
  6. customevaporated

Sources & evidence

ORD record
ord-c5875421514049268e8dff3f6cccdd17
Source dataset
uspto-grants-1982_01
Patent number
US04309559

Reaction notes

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