Sodium Hydroxide → HCID 178507960, compound

HRID 1637710Notes

Reaction equation

HRID 1637710 reaction equation
O.[NH2:2][C:3]1[CH:8]=[C:7]([OH:9])[N:6]=[C:5]([SH:10])[N:4]=1.[OH-].[Na+].[F:13][C:14]1[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[C:15]=1[CH2:16]Br>C(O)C>[NH2:2][C:3]1[CH:8]=[C:7]([OH:9])[N:6]=[C:5]([S:10][CH2:16][C:15]2[C:14]([F:13])=[CH:21][CH:20]=[CH:19][C:18]=2[F:22])[N:4]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 5814352-(Bromomethyl)-1,3-difluorobenzeneHCID 178507962HCID 178507962, compound

Product 1

HCID 178507960HCID 178507960, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
22 °C

Procedure

4-Amino-6-hydroxy-2-mercaptopyrimidine monohydrate (1.61 g, 10.0 mmol) is suspended in 50% ethanol (10 ml), then treated with solid sodium hydroxide (440 mg, 11.0 mmol) and stirred until the solid dissolved. 2,6-Difluoro-benzyl bromide (2.17 g, 10.5 mmol) is added and the reaction heated to reflux for 1.5 hrs. After cooling to 22° C., the solid is collected, washed with water, then air dried. The title compound is recrystallized from ethanol, mp 245-246° C.

Workup

  1. dissolutiondissolved
  2. temperaturethe reaction heated
  3. temperatureto reflux for 1.5 hrs
  4. customthe solid is collected
  5. washwashed with water
  6. customair dried
  7. customThe title compound is recrystallized from ethanol, mp 245-246° C.

Sources & evidence

ORD record
ord-a89ca6c402a64555a67a51de6c669acb
Source dataset
uspto-grants-2000_03
Patent number
US06043248

Reaction notes

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