Aniline → HCID 12068610, compound

HRID 1824976Notes

Reaction equation

HRID 1824976 reaction equation
[F:1][C:2]1[CH:23]=[CH:22][CH:21]=[CH:20][C:3]=1[CH2:4][N:5]1[C:13]2[C:8](=[CH:9][C:10]([N+:14]([O-:16])=[O:15])=[CH:11][CH:12]=2)[CH:7]=[C:6]1[C:17](O)=[O:18].[NH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>O>[F:1][C:2]1[CH:23]=[CH:22][CH:21]=[CH:20][C:3]=1[CH2:4][N:5]1[C:13]2[C:8](=[CH:9][C:10]([N+:14]([O-:16])=[O:15])=[CH:11][CH:12]=2)[CH:7]=[C:6]1[C:17]([NH:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:18]

Participants

4

Reactant 2

HCID 6115AnilineHCID 12068607HCID 12068607, compound

Product 1

HCID 12068610HCID 12068610, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Reaction of 500 mg (1.59 mmol) of the compound from Example V and 163 mg (1.75 mmol) of aniline as described for Example VI. The reaction time is about 30 min. For work-up, the reaction mixture is poured into 100 ml of water and extracted with dichloromethane (4×50 ml), and the combined organic phases are dried over sodium sulphate and concentrated. Yield: 610 mg (98% of theory). For characterization, a sample of the resulting product is recrystallized from ethanol, the main quantity is directly used further.

Workup

  1. extractionextracted with dichloromethane (4×50 ml)
  2. dry with materialthe combined organic phases are dried over sodium sulphate
  3. concentrationconcentrated
  4. customFor characterization, a sample of the resulting product is recrystallized from ethanol

Sources & evidence

ORD record
ord-d9250ecda7504c1c8558334659e07a57
Source dataset
uspto-grants-2006_05
Patent number
US07045544B2

Reaction notes

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