HCID 14404055, compound → HCID 178429561, compound

HRID 2248271Notes

Reaction equation

HRID 2248271 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:25]2[CH:26]([CH3:32])[CH2:27][C:28](=[O:31])[NH:29][N:30]=2)[CH:5]=[CH:6][C:7]=1[NH:8][C:9](=O)[CH2:10][CH2:11][CH2:12][N:13]1[C:17](=[O:18])[C:16]2=[CH:19][CH:20]=[CH:21][CH:22]=[C:15]2[C:14]1=[O:23]>C(O)(=O)C>[C:17]1(=[O:18])[N:13]([CH2:12][CH2:11][CH2:10][C:9]2[NH:8][C:7]3[CH:6]=[CH:5][C:4]([C:25]4[CH:26]([CH3:32])[CH2:27][C:28](=[O:31])[NH:29][N:30]=4)=[CH:3][C:2]=3[N:1]=2)[C:14](=[O:23])[C:15]2=[CH:22][CH:21]=[CH:20][CH:19]=[C:16]12

Participants

3

Reactant 1

HCID 14404055HCID 14404055, compound

Product 1

HCID 178429561HCID 178429561, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

14.1 g (32.5 mmol) of 6-[3-amino-4-[[4-(phthalimido) butyryl]amino]phenyl]-4,5-dihydro-5-methyl-3(2H)-pyridazinone are boiled under reflux in 100 ml of glacial acetic acid for 2 hours. The solution is concentrated by extensive evaporation under vacuum and 200 ml of ethanol are added to the residue. After 30 minutes stirring at room temperature, the reaction mixture is cooled to 5° C. and the resulting precipitate is suction filtered. 7.7 g (57%) of a solid melting at 260° to 261° C. are obtained.

Workup

  1. concentrationThe solution is concentrated by extensive evaporation under vacuum and 200 ml of ethanol
  2. additionare added to the residue
  3. temperaturethe reaction mixture is cooled to 5° C.
  4. filtrationfiltered

Sources & evidence

ORD record
ord-2546b05f41494943982ba29e2222c12d
Source dataset
uspto-grants-1991_08
Patent number
US05039675

Reaction notes

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