Ammonia → 1-(4-Aminophenyl)-3-(4-phenoxyphenyl)-1,3-dihydroimidazol-2-one

HRID 723372

Reaction equation

HRID 723372 reaction equation
[O:1]=[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([O:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[CH:9][CH:8]=2)[CH:5]=[CH:4][N:3]1[C:20]1[CH:25]=[CH:24][C:23]([NH:26]C(=O)C)=[CH:22][CH:21]=1.Cl.N>C(O)C>[NH2:26][C:23]1[CH:22]=[CH:21][C:20]([N:3]2[CH:4]=[CH:5][N:6]([C:7]3[CH:12]=[CH:11][C:10]([O:13][C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=4)=[CH:9][CH:8]=3)[C:2]2=[O:1])=[CH:25][CH:24]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 21873458HCID 21873458, compound

Product 1

HCID 102468281-(4-Aminophenyl)-3-(4-phenoxyphenyl)-1,3-dihydroimidazol-2-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of N-{4-[2-oxo-3-(4-phenoxyphenyl)-2,3-dihydroimidazol-1-yl]phenyl}acetamide (4.0 g) in ethanol (100 ml) was heated to reflux with hydrochloric acid (20% strength, 30 ml) for 16 hours. After cooling, ammonia solution (10% strength) was added until the reaction was basic. The precipitated solid was filtered off and dried in a vacuum oven at 40° C. The product with the molecular weight of 343.39 (C21H17N3O2); MS (ESI): 344 ([M+H]+) was obtained in this way.

Workup

  1. temperatureAfter cooling
  2. filtrationThe precipitated solid was filtered off
  3. customdried in a vacuum oven at 40° C
  4. customMS (ESI): 344 ([M+H]+) was obtained in this way

Sources & evidence

ORD record
ord-8d288e7b2d2e4b09bf859050e488502a
Source dataset
uspto-grants-2006_11
Patent number
US07141561B2

Linked notes

Loading…