Sodium Hydroxide → HCID 178507960, compound

HRID 1602180Notes

Reaction equation

HRID 1602180 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-mercaptopyrimdine 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-88d1b8cd18d34321b7438fe3851c7431
Source dataset
uspto-grants-1999_11
Patent number
US05981537

Reaction notes

Loading…