2-Bromo-1,2-diphenylethan-1-one → HCID 9552908, compound

HRID 2374666Notes

Reaction equation

HRID 2374666 reaction equation
[C:1]1([C:7]([CH:9](Br)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:17][O:18][C:19]1[CH:24]=[CH:23][C:22](/[CH:25]=[N:26]/[NH:27][C:28](=[NH:30])[NH2:29])=[CH:21][CH:20]=1>C(O)C>[CH3:17][O:18][C:19]1[CH:24]=[CH:23][C:22](/[CH:25]=[N:26]/[N:27]2[C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)=[C:9]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[N:29]=[C:28]2[NH2:30])=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 1026302-Bromo-1,2-diphenylethan-1-oneHCID 178491249HCID 178491249, compound

Product 1

HCID 9552908HCID 9552908, compoundYield 68.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of desyl bromide (1.72 g, 6.26 mmol), and 2-[(E)-1-(4-methoxyphenyl) methylidene]-1-hydrazinecarboximidamide (2.4 g, 12.5 mmol) was heated at reflux in ethanol (10 mL) for 2 h. The mixture was cooled at room temperature for additional 10 h, and a yellow precipitate formed. The yellow precipitate was filtered, washed with hot water and recrystallized from ethanol to give N1-[(E)-1-(4-methoxyphenyl)methylidene]-4,5-diphenyl-1H-1,2-imidazolediamine 3 (1.57 g, 68%) as a yellow solid.

Workup

  1. customa yellow precipitate formed
  2. filtrationThe yellow precipitate was filtered
  3. washwashed with hot water
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-66194a7aa766469b99861b2862616187
Source dataset
uspto-grants-2008_12
Patent number
US07462723B2

Reaction notes

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