Potassium Hydroxide → 6-Amino-1-(3-chlorobenzyl)-uracil

HRID 2288669Notes

Reaction equation

HRID 2288669 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][CH:17]=1)[CH2:5][NH:6][C:7]([NH:9][C:10](=[O:14])[CH2:11][C:12]#[N:13])=[O:8].[OH-].[K+]>CC(O)C>[NH2:13][C:12]1[N:6]([CH2:5][C:4]2[CH:15]=[CH:16][CH:17]=[C:2]([Cl:1])[CH:3]=2)[C:7](=[O:8])[NH:9][C:10](=[O:14])[CH:11]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 184328351-(3-Chlorobenzyl)-3-cyanoacetyl-urea

Product 1

HCID 15266196-Amino-1-(3-chlorobenzyl)-uracilYield 89.2%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

A suspension of 10.17 g (40.4 mM) of 1-(3-chlorobenzyl)-3-cyanoacetyl-urea in 80 ml of 2-propanol was added to a solution of 5.7 g KOH in 40 ml of 2-propanol and heated under reflux for 1 hour. After cooling the solid was collected and washed to give the crude title compound (9.07 g) as an off-white solid.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 1 hour
  3. temperatureAfter cooling the solid
  4. customwas collected
  5. washwashed

Sources & evidence

ORD record
ord-bfd59b8bca894a9993587219c17502a8
Source dataset
uspto-grants-2000_07
Patent number
US06090816

Reaction notes

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