Sodium Hydroxide → HCID 492712, compound

HRID 1637716Notes

Reaction equation

HRID 1637716 reaction equation
[CH:1]1[C:7]([NH2:8])=[N:6][C:4](=[S:5])[NH:3][C:2]=1[Cl:9].[OH-].[Na+].[Cl:12][C:13]1[CH:18]=[CH:17][N:16]=[C:15]([CH2:19]Cl)[CH:14]=1>C(O)C>[CH:18]1[C:13]([Cl:12])=[CH:14][C:15]([CH2:19][S:5][C:4]2[N:3]=[C:2]([Cl:9])[CH:1]=[C:7]([NH2:8])[N:6]=2)=[N:16][CH:17]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 105153224-Amino-6-chloropyrimidine-2(1H)-thioneHCID 130529014-Chloro-2-(chloromethyl)pyridine

Product 1

HCID 492712HCID 492712, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

4-Amino-6-chloro-2-thio-pyrimidine (Cpd #110; 614 mg, 2.38 mmol) in ethanol (1.5 ml) is treated with 3.25 M NaOH (1.47 ml, 4.8 mmol) and the mixture is warmed to 50° C. 4-chloro-2-chloromethyl pyridine is added and the solution is stirred warm for 1 hour. The reaction mixture is cooled and concentrated in vacuo, and the resultant solid is filtered and washed with water followed by cold ethanol, mp 195° C.

Workup

  1. temperaturewarm for 1 hour
  2. temperatureThe reaction mixture is cooled
  3. concentrationconcentrated in vacuo
  4. filtrationthe resultant solid is filtered
  5. washwashed with water

Sources & evidence

ORD record
ord-a2d3dc2863e74ac4971686399f3a0c2d
Source dataset
uspto-grants-2000_03
Patent number
US06043248

Reaction notes

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