HCID 19854554, compound → HCID 14403286, compound

HRID 1649719Notes

Reaction equation

HRID 1649719 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][CH2:5][N:6]([C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:17]([CH3:23])[CH2:18][C:19](=[O:22])[NH:20][N:21]=2)=[CH:12][CH:11]=1)C(=O)C>Cl>[NH2:2][CH2:3][CH2:4][CH2:5][NH:6][C:10]1[CH:11]=[CH:12][C:13]([C:16]2[CH:17]([CH3:23])[CH2:18][C:19](=[O:22])[NH:20][N:21]=2)=[CH:14][CH:15]=1

Participants

3

Reactant 1

HCID 19854554HCID 19854554, compound

Product 1

HCID 14403286HCID 14403286, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

2.8 g (8.3 mmol) of 6-[4-[N-(3-aminopropyl)acetamido]phenyl]-4,5-dihydro-5-methyl-3(2H)-pyridazinone hydrochloride are boiled under reflux in 30 ml of 2N hydrochloric acid for 2 hours. The solution is concentrated by evaporation under vacuum and the residue is taken up with 20 ml of saturated potassium carbonate. After this residue has been extracted twice with 30 ml portions of isopropanol, the combined organic phases are dried over potassium carbonate and concentrated by evaporation under vacuum. The residue is chromatographically purified with ethyl acetate/ethanol/conc. ammonia (15:10:2) on silica gel.

Workup

  1. concentrationThe solution is concentrated by evaporation under vacuum
  2. extractionAfter this residue has been extracted twice with 30 ml portions of isopropanol
  3. dry with materialthe combined organic phases are dried over potassium carbonate
  4. concentrationconcentrated by evaporation under vacuum
  5. customThe residue is chromatographically purified with ethyl acetate/ethanol/conc

Sources & evidence

ORD record
ord-dc4095a67684421195134cc893e98679
Source dataset
uspto-grants-1990_05
Patent number
US04921856

Reaction notes

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