HCID 70531040, compound → HCID 178510522, compound

HRID 354719Notes

Reaction equation

HRID 354719 reaction equation
C[O:2][C:3](=O)[C:4]([C:19]#[N:20])=[C:5]([NH2:18])[C:6]1[C:7]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[N:8][O:9][C:10]=1[NH2:11]>[OH-].[Na+].CCO>[NH2:18][C:5]1[C:4]([C:19]#[N:20])=[C:3]([OH:2])[N:11]=[C:10]2[O:9][N:8]=[C:7]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:6]=12

Participants

4

Reactant 1

HCID 70531040HCID 70531040, compound2×

Product 1

HCID 178510522HCID 178510522, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

0.5 g (1.76 mmole) of 3-amino-2-cyano-3-(5-amino-3-phenyl-isoxazol-4-yl)-acrylic acid methyl ester [compound (3a)] is dissolved in 7 ml of 2 N NaOH and 10 ml of EtOH, and is heated to boiling for 3 hours. Then the undissolved residue is filtered off. Colorless plates are precipitated during cooling off, which are sucked off (removed) and washed with a small amount of MeOH. Yield: 0.3 g (62 percent) of colorless plates, from crystalline acid, having a melting point of 251° C.

Workup

  1. filtrationThen the undissolved residue is filtered off
  2. customColorless plates are precipitated
  3. temperatureduring cooling off
  4. custom(removed)
  5. washwashed with a small amount of MeOH

Sources & evidence

ORD record
ord-b17c1cc8dfdf4f6ab5d01fd15c443364
Source dataset
uspto-grants-1983_03
Patent number
US04376862

Reaction notes

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