Water → HCID 68535297, compound

HRID 2389314Notes

Reaction equation

HRID 2389314 reaction equation
O=[C:2]([CH:8]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:3][CH2:4][C:5](O)=[O:6].O.[NH2:22][NH2:23].O.CCOC(C)=O>C1(C)C=CC=CC=1>[C:9]1([CH:8]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:2]2[CH2:3][CH2:4][C:5](=[O:6])[NH:22][N:23]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 24654Hydrazine hydrate (1:1)HCID 14896943HCID 14896943, compound

Product 1

HCID 68535297HCID 68535297, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 4-oxo-5,5-diphenylpentanoic acid (2.47 g) and hydrazine monohydrate (1.4 mL) in toluene (49 mL) was refluxed for 3.5 hours. Water and EtOAc were poured into the reaction mixture. The organic layer was separated, washed with saturated NaHCO3 aqueous solution and brine, and dried over anhydrous MgSO4, filtered and evaporated in vacuo. The residue was washed with MeCN to give 6-(diphenylmethyl)-4,5-dihydropyridazin-3(2H)-one (0.85 g) as white powder.

Workup

  1. temperaturewas refluxed for 3.5 hours
  2. customThe organic layer was separated
  3. washwashed with saturated NaHCO3 aqueous solution and brine
  4. dry with materialdried over anhydrous MgSO4
  5. filtrationfiltered
  6. customevaporated in vacuo
  7. washThe residue was washed with MeCN

Sources & evidence

ORD record
ord-3892406431e64203943a2d5342e9150b
Source dataset
uspto-grants-2012_09
Patent number
US08273745B2

Reaction notes

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