(4-Aminophenoxy)benzene → HCID 21873324, compound

HRID 723362Notes

Reaction equation

HRID 723362 reaction equation
[C:1](N1C=CN=C1)(N1C=CN=C1)=[O:2].[O:13]([C:20]1[CH:26]=[CH:25][C:23]([NH2:24])=[CH:22][CH:21]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[CH2:27]([NH:30][C:31]1[CH:36]=[CH:35][C:34]([O:37][CH2:38][C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)=[CH:33][CH:32]=1)[CH:28]=[CH2:29]>CN(C)C=O>[CH2:27]([N:30]([C:31]1[CH:36]=[CH:35][C:34]([O:37][CH2:38][C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)=[CH:33][CH:32]=1)[C:1]([NH:24][C:23]1[CH:22]=[CH:21][C:20]([O:13][C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)=[CH:26][CH:25]=1)=[O:2])[CH:28]=[CH2:29]

Participants

5

Reactant 3

HCID 8764(4-Aminophenoxy)benzeneHCID 682631,1'-CarbonyldiimidazoleHCID 21873301HCID 21873301, compound

Product 1

HCID 21873324HCID 21873324, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

Carbonyldiimidazole (136 mg) was added to a solution of 4-phenoxyaniline (155 mg) in dimethylformamide (3 mL) at 0° C. After 30 minutes, allyl-(4-benzyloxyphenyl)amine (200 mg) was added and the temperature was increased to 80° C. for 2 hours. A further 2 hours at 120° C., the reaction solution was cooled and then purified by preparative HPLC. The product with the molecular weight of 450.54 (C29H26N2O3); MS (ESI): 451 ([M+H]+), was obtained in this way.

Workup

  1. temperatureA further 2 hours at 120° C., the reaction solution was cooled
  2. custompurified by preparative HPLC
  3. customMS (ESI): 451 ([M+H]+), was obtained in this way

Sources & evidence

ORD record
ord-795c4a6d12534ff4a7393176a4679c5e
Source dataset
uspto-grants-2006_11
Patent number
US07141561B2

Reaction notes

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