Cyanogen Bromide → N-[3-(2-Amino-3-propyl-3,4-dihydro-quinazolin-6-ylsulfanyl)-phenyl]-benzenesulfonamide

HRID 390229Notes

Reaction equation

HRID 390229 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:10]=[C:11]([NH:15][S:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)(=[O:18])=[O:17])[CH:12]=[CH:13][CH:14]=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:7][CH:6]=[C:5]([S:8][C:9]3[CH:10]=[C:11]([NH:15][S:16]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)(=[O:18])=[O:17])[CH:12]=[CH:13][CH:14]=3)[CH:4]=2)[N:1]=1

Participants

4

Reactant 2

HCID 10476Cyanogen BromideHCID 58625143N-[3-(4-Amino-3-propylaminomethyl-phenylsulfanyl)-phenyl]-benzenesulfonamide

Product 1

HCID 58625089N-[3-(2-Amino-3-propyl-3,4-dihydro-quinazolin-6-ylsulfanyl)-phenyl]-benzenesulfonamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of N-[3-(4-Amino-3-propylaminomethyl-phenylsulfanyl)-phenyl]-benzenesulfonamide (0.0016 mol) and cyanogen bromide (0.0020 mol) in ethanol (q.s.) was reacted overnight at room temperature and then the organic solvent (EtOH) was evaporated. The obtained concentrate was warmed in EtOH and then cooled. The mixture was filtered and the collected residue was recrystallized from EtOH to yield the title compound as a solid.

Workup

  1. customwas reacted overnight at room temperature
  2. customthe organic solvent (EtOH) was evaporated
  3. concentrationThe obtained concentrate
  4. temperaturewas warmed in EtOH
  5. temperaturecooled
  6. filtrationThe mixture was filtered
  7. customthe collected residue was recrystallized from EtOH

Sources & evidence

ORD record
ord-b4047a76fc1d45039b4d3bb99e0bb04a
Source dataset
uspto-grants-2013_02
Patent number
US08383637B2

Reaction notes

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