Sodium Acetate → HCID 12509889, compound

HRID 1248211Notes

Reaction equation

HRID 1248211 reaction equation
Cl[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[N:6]([CH2:13][CH2:14][OH:15])[CH:5]2[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C([O-])(=O)C.[Na+].[H][H]>[Pd].CO>[OH:15][CH2:14][CH2:13][N:6]1[CH:5]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:4]2[C:9](=[CH:10][CH:11]=[CH:2][CH:3]=2)[NH:8][C:7]1=[O:12]

Participants

6

Reactant 3

HCID 517045Sodium AcetateHCID 12750782HCID 12750782, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 12509889HCID 12509889, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 14 parts of 6-chloro-3,4-dihydro-3-(2-hydroxyethyl)-4-phenyl-2(1H)-quinazolinone, 5 parts of sodium acetate and 200 parts of methanol is hydrogenated at normal pressure and at room temperature with 2 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen is taken up, the catalyst is filtered off and the filtrate is evaporated. The residue is stirred in 2,2'-oxybispropane. The solid product is filtered off and stirred in 200 parts of water. It is filtered off again and dried, yielding 11.2 parts (91%) of 3,4-dihydro-3-(2-hydroxyethyl)-4-phenyl-2(1H)-quinazolinone; mp. 141° C.

Workup

  1. filtrationthe catalyst is filtered off
  2. customthe filtrate is evaporated
  3. filtrationThe solid product is filtered off
  4. stirringstirred in 200 parts of water
  5. filtrationIt is filtered off again
  6. customdried

Sources & evidence

ORD record
ord-3e0796ce7f9b4e78b23a5d535160aa65
Source dataset
uspto-grants-1985_06
Patent number
US04522945

Reaction notes

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