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

HRID 1968802Notes

Reaction equation

HRID 1968802 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-0f6aafe3ea764b1f84b6454826c92490
Source dataset
uspto-grants-2013_04
Patent number
US08426429B2

Reaction notes

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