Phenacyl bromide → HCID 178512605, compound

HRID 2099524Notes

Reaction equation

HRID 2099524 reaction equation
[C:1]([NH:4][C:5]([NH2:7])=[S:6])(=[NH:3])[NH2:2].Br[CH2:9][C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=O>CC(C)=O>[C:12]1([C:10]2[N:7]=[C:5]([NH:4][C:1]([NH2:2])=[NH:3])[S:6][CH:9]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 6259Phenacyl bromideHCID 178513045HCID 178513045, compound

Product 1

HCID 178512605HCID 178512605, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of amidinothiourea (2.0 g, 16.9 mmol), 2-bromoacetophenone (3.4 g, 16.9 mmol) was heated at reflux in acetone (12 mL) for 4 h. The mixture was cooled to room temperature and removed half of the solvent. The precipitate was filtered, washed with acetone, and dried to give N-(4-phenyl-1,3-thiazol-2-yl)guanidine (3.2 g, 87%).

Workup

  1. temperaturewas heated
  2. customremoved half of the solvent
  3. filtrationThe precipitate was filtered
  4. washwashed with acetone
  5. customdried

Sources & evidence

ORD record
ord-2344d1f19b9d42acae784cb62eb9a79d
Source dataset
uspto-grants-2009_08
Patent number
US07569596B2

Reaction notes

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