Acetic Acid → HCID 20222102, compound

HRID 745923Notes

Reaction equation

HRID 745923 reaction equation
[NH2:1][CH2:2][C:3]1[CH:16]=[CH:15][C:6]([O:7][CH2:8][CH2:9][N:10]2[CH:14]=[CH:13][N:12]=[CH:11]2)=[CH:5][CH:4]=1.[C:17](O)(=[O:19])[CH3:18]>C(OC(=O)C)(=O)C>[C:17]([NH:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([O:7][CH2:8][CH2:9][N:10]2[CH:14]=[CH:13][N:12]=[CH:11]2)=[CH:15][CH:16]=1)(=[O:19])[CH3:18]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 20222092HCID 20222092, compound

Product 1

HCID 20222102HCID 20222102, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

1-[2-(4-Aminomethylphenoxy)ethyl]imidazole (1.1 g) was heated on a steam bath for 2 hours in a mixture of acetic acid (10 ml) and acetic anhydride (1 ml). The solution was then evaporated and the residue was dissolved in a small volume of water. The solution was made basic with sodium bicarbonate and the resulting solid was filtered off, washed with water and crystallised from water to give 1-[2-(4-acetylaminomethylphenoxy)ethyl]imidazole (0.70 g), m.p. 115°-166° C. Found: C, 60.45; H, 6.72; N, 15.35. C14H17N3O2.H2O requires: C, 60.63; H, 6.91; N, 15.15%.

Workup

  1. customThe solution was then evaporated
  2. dissolutionthe residue was dissolved in a small volume of water
  3. filtrationthe resulting solid was filtered off
  4. washwashed with water
  5. customcrystallised from water

Sources & evidence

ORD record
ord-20836026f6774633aebcb3891d4b706c
Source dataset
uspto-grants-1986_07
Patent number
US04602016

Reaction notes

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