Sodium Hydroxide → HCID 12831740, compound

HRID 1706980Notes

Reaction equation

HRID 1706980 reaction equation
[OH-].[Na+].[C:3]([C:11]1[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:12]=1[N:18]1[C:22]([CH2:23][N:24]([CH3:26])[CH3:25])=[N:21][C:20]([CH2:27][O:28]C(=O)C)=[N:19]1)(=[O:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>CO.O>[C:3]([C:11]1[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:12]=1[N:18]1[C:22]([CH2:23][N:24]([CH3:25])[CH3:26])=[N:21][C:20]([CH2:27][OH:28])=[N:19]1)(=[O:10])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 12831730HCID 12831730, compound

Product 1

HCID 12831740HCID 12831740, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

60 ml of 1 N sodium hydroxide solution (0.060 mole) is added at room temperature, with stirring, to a solution of 8.26 g (about 0.020 mole) of crude [[1-(2-benzoyl-4-chlorophenyl)-5-[(dimethylamino)-methyl]-1H-1,2,4-triazol-3-yl]-methyl]-acetate (see Example 20) in 250 ml of methanol and 115 ml of water. The temperature of the reaction solution rises to 33°. The reaction mixture is stirred for one hour at room temperature, and is subsequently concentrated in vacuo. Water is added to the residue, and extraction is performed twice with ethyl acetate. The combined organic phases are extracted three times with 2 N hydrochloric acid. There are added to the aqueous acidified extracts ice and sufficient sodium carbonate to bring the pH-value to 10. The precipitated base is taken up in ethyl acetate. The organic phase is washed twice with water and once with saturated sodium chloride solution; it is dried over sodium sulphate and concentrated in vacuo. There is obtained crude 1-(2-benzoyl-4-chlorophenyl)-5-[(dimethylamino)-methyl]-1H-1,2,4-triazole-3-methanol as solidified foam.

Workup

  1. customrises to 33°
  2. concentrationis subsequently concentrated in vacuo
  3. additionWater is added to the residue, and extraction
  4. extractionThe combined organic phases are extracted three times with 2 N hydrochloric acid
  5. additionThere are added to the
  6. washThe organic phase is washed twice with water and once with saturated sodium chloride solution
  7. dry with materialit is dried over sodium sulphate
  8. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-680f79bd9d7f49f1805e66a76f73e3bb
Source dataset
uspto-grants-1980_06
Patent number
US04209515

Reaction notes

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