2-Bromo-1-(1,3-thiazol-2-yl)ethan-1-one → HCID 87586767, compound

HRID 2374668Notes

Reaction equation

HRID 2374668 reaction equation
Br[CH2:2][C:3]([C:5]1[S:6][CH:7]=[CH:8][N:9]=1)=O.[F:10][C:11]1[CH:16]=[CH:15][C:14](/[CH:17]=[N:18]/[NH:19][C:20](=[NH:22])[NH2:21])=[CH:13][CH:12]=1>C(O)C>[F:10][C:11]1[CH:12]=[CH:13][C:14](/[CH:17]=[N:18]/[N:19]2[CH:2]=[C:3]([C:5]3[S:6][CH:7]=[CH:8][N:9]=3)[N:21]=[C:20]2[NH2:22])=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 27952122-Bromo-1-(1,3-thiazol-2-yl)ethan-1-oneHCID 178513144HCID 178513144, compound

Product 1

HCID 87586767HCID 87586767, compoundYield 70.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-bromo-1-(1,3-thiazol-2-yl)-1-ethanone (1.5 g, 7.2 mmol), and 2-[(E)-1-(4-fluorophenyl)methylidene]-1-hydrazinecarboximidamide (2.6 g, 14.4 mmol) was heated at reflux in ethanol (10 mL) for 2 h. The mixture was left at room temperature for additional 10 h, then the precipitate was filtered, washed with hot water and recrystallized from ethanol to give N1-[(E)-1-(4-fluorophenyl)methylidene]-4-(1,3-thiazol-2-yl)-1H-1,2-imidazole diamine 4 (1.45 g, 70%) as a yellow solid.

Workup

  1. filtrationthe precipitate was filtered
  2. washwashed with hot water
  3. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-62f1ea2e92e24d1b96bd40dfd66512e3
Source dataset
uspto-grants-2008_12
Patent number
US07462723B2

Reaction notes

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