Ammonium Hydroxide → HCID 54142805, compound

HRID 963365Notes

Reaction equation

HRID 963365 reaction equation
[NH2:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([C:9](=[O:19])[CH2:10][CH:11](O)[C:12]2[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=2)=[C:4]([O:20][CH3:21])[CH:3]=1.[OH-].[NH4+]>S(=O)(=O)(O)O>[NH2:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([C:9](=[O:19])[CH:10]=[CH:11][C:12]2[CH:13]=[CH:14][N:15]=[CH:16][CH:17]=2)=[C:4]([O:20][CH3:21])[CH:3]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 19081868HCID 19081868, compound

Product 1

HCID 54142805HCID 54142805, compoundYield 92.9%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

1-(4-Amino-5-chloro-2-methoxyphenyl)-3-hydroxy-3-(pyridin-4-yl)-propan-1-one (8.6 g, 28 mmol), prepared as in Example 6, Step (a), was dissolved in concentrated sulfuric acid (40 mL) and the solution was stirred at room temperature for 15 minutes. The solution was poured onto ice, basified with ammonium hydroxide, and then filtered to collect a yellow solid. Drying gave 1-(4-amino-5-chloro-2-methoxyphenyl)-3-(pyridin-4-yl)-2-propen-1-one (7.6 g, 26 mmol), 209°-211° C.

Workup

  1. additionThe solution was poured onto ice
  2. filtrationfiltered
  3. customto collect a yellow solid
  4. customDrying

Sources & evidence

ORD record
ord-d754129070654e4fb5cc4b230a56ab41
Source dataset
uspto-grants-1998_06
Patent number
US05763458

Reaction notes

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