Sodium Cyanide → HCID 13326268, compound

HRID 648173Notes

Reaction equation

HRID 648173 reaction equation
Br[C:2]1[C:3](=[O:17])[NH:4][C:5](=[O:16])[N:6]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH3:15])[CH:7]=1.[C-:18]#[N:19].[Na+]>C(O)C>[C:18]([C:7]1[N:6]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH3:15])[C:5](=[O:16])[NH:4][C:3](=[O:17])[CH:2]=1)#[N:19]

Participants

4

Reactant 2

HCID 8929Sodium CyanideHCID 13326267HCID 13326267, compound

Product 1

HCID 13326268HCID 13326268, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 1.35 mmol of 5-bromo-1-(2-methylanilino)-2,4-pyrimidinedione in 5 ml of 50% aqueous ethanol is added 1.41 mmol of sodium cyanide. The mixture is heated to reflux for 4 hours, after which it is cooled to RT, filtered and recrystallized from ethanol to give 6-cyano-1-(2-methylanilino)-2,4-pyrimidinedione.

Workup

  1. temperatureThe mixture is heated
  2. temperatureto reflux for 4 hours
  3. filtrationfiltered
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-896549344ae44ec3a3259756bbefeedb
Source dataset
uspto-grants-1983_10
Patent number
US04411839

Reaction notes

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