Methanol → HCID 13022911, compound

HRID 1106285Notes

Reaction equation

HRID 1106285 reaction equation
[NH2:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12](=O)[CH:13]=[CH:14]C(O)=O)=[CH:7][CH:6]=1)(=[O:4])=[O:3].[NH2:19][NH2:20].[OH-:21].[K+].C[OH:24]>>[NH2:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([C:11]2[CH2:12][CH:13]([C:14]([OH:24])=[O:21])[NH:20][N:19]=2)=[CH:9][CH:10]=1)(=[O:3])=[O:4]

Participants

5

Reactant 4

HCID 887MethanolHCID 9321HydrazineHCID 14797Potassium HydroxideHCID 53778393HCID 53778393, compound

Product 1

HCID 13022911HCID 13022911, compound

Procedure

A mixture of 12.75 g of 5-[4-(aminosulfonyl)phenyl]-4-oxo-2-pentenoic acid, 2.24 g of hydrazine and 3.0 g of KOH in 100 ml of methanol is refluxed for 3 hours, cooled, and 50 ml of methanol is removed in vacuo. Then there is added 50 ml of water and the mixture is acidified with concentrated HCl. The resulting solid is filtered off, washed with water, then ethanol and dried to yield 8.8 g of the title compound, melting point 224°-226° C.

Workup

  1. temperatureis refluxed for 3 hours
  2. temperaturecooled
  3. custom50 ml of methanol is removed in vacuo
  4. additionThen there is added 50 ml of water
  5. filtrationThe resulting solid is filtered off
  6. washwashed with water
  7. dry with materialethanol and dried

Sources & evidence

ORD record
ord-692eb696e089476295df58e8fc114323
Source dataset
uspto-grants-1982_01
Patent number
US04312990

Reaction notes

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