Cyanogen Bromide → HCID 58625163, compound

HRID 390215Notes

Reaction equation

HRID 390215 reaction equation
[NH2:1][C:2]1[CH:24]=[CH:23][C:5]([O:6][C:7]2[CH:8]=[C:9]([NH:13][S:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)(=[O:16])=[O:15])[CH:10]=[CH:11][CH:12]=2)=[CH:4][C:3]=1[CH2:25][NH:26][CH2:27][CH2:28][CH3:29].[N:30]#[C:31]Br>C(O)C>[NH2:30][C:31]1[N:26]([CH2:27][CH2:28][CH3:29])[CH2:25][C:3]2[C:2](=[CH:24][CH:23]=[C:5]([O:6][C:7]3[CH:8]=[C:9]([NH:13][S:14]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)(=[O:16])=[O:15])[CH:10]=[CH:11][CH:12]=3)[CH:4]=2)[N:1]=1

Participants

4

Reactant 2

HCID 10476Cyanogen BromideHCID 58625066HCID 58625066, compound

Product 1

HCID 58625163HCID 58625163, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of N-[3-(4-amino-3-propylaminomethyl-phenoxy)-phenyl]-benzenesulfonamide (0.0044 mol) in ethanol (50 mL) was stirred at room temperature and cyanogen bromide (0.0064 mol) was added, then the reaction mixture was stirred and refluxed for 4 hours. After cooling, the precipitate was filtered off and was stirred in boiling CH3CN with CH3OH. The resulting solids were filtered off, washed with diisopropyl ether and dried to yield the title compound as a solid.

Workup

  1. stirringthe reaction mixture was stirred
  2. temperaturerefluxed for 4 hours
  3. temperatureAfter cooling
  4. filtrationthe precipitate was filtered off
  5. stirringwas stirred
  6. filtrationThe resulting solids were filtered off
  7. washwashed with diisopropyl ether
  8. customdried

Sources & evidence

ORD record
ord-0c8ad2e30e9a41f8ae624719e98d474e
Source dataset
uspto-grants-2013_02
Patent number
US08383637B2

Reaction notes

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