N-bromobutanimide → HCID 178510499, compound

HRID 485265Notes

Reaction equation

HRID 485265 reaction equation
[NH2:1]/[C:2](/[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[C:3]1\[C:4](=[O:12])[C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[S:7]\1.BrN1C(=[O:25])CCC1=O>CO.O>[NH2:1]/[C:2](/[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[C:3]1\[C:4](=[O:12])[C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[S:7]\1=[O:25]

Participants

5

Reactant 2

HCID 67184N-bromobutanimideHCID 178510717HCID 178510717, compound

Product 1

HCID 178510499HCID 178510499, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

1.18 gm (4.66 mmols) of (E)-2-[(amino)phenylmethylene]-benzo[b]thiophen-3(2H)-one were dissolved in 50 ml of methanol and mixed with 0.9 gm (4.94 mmols) of N-bromo-succinimide. The mixture was stirred at room temperature for 15 hours, diluted with 500 ml of hot water (60° C.), and decanted off the residue which crystallized. After recrystallization from ethanol, 0.83 gm (66% of theory) of pale yellow crystals were obtained, m.p. 245°-247° C. (decomposition).

Workup

  1. customdecanted off the residue which
  2. customcrystallized
  3. customAfter recrystallization from ethanol, 0.83 gm (66% of theory) of pale yellow crystals
  4. customwere obtained

Sources & evidence

ORD record
ord-63cfc8929028407398836b454bed02b4
Source dataset
uspto-grants-1985_08
Patent number
US04536402

Reaction notes

Loading…