Water → HCID 19785043, compound

HRID 256517Notes

Reaction equation

HRID 256517 reaction equation
C[O-].[Na+].[NH2:4][C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[N:8][C:9](Cl)=[C:10]([CH3:16])[C:11]=2[CH3:15])[N:6]=1.[C:18]1([SH:24])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.O>CO>[NH2:4][C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[N:8][C:9]([S:24][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[C:10]([CH3:16])[C:11]=2[CH3:15])[N:6]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7969ThiophenolHCID 10942334Sodium MethoxideHCID 19785041HCID 19785041, compound

Product 1

HCID 19785043HCID 19785043, compoundYield 69.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

13 g of a 30% strength methanolic sodium methylate solution is introduced into 5.0 g (24 mmol) of 2-amino-7-chloro-5,6-dimethyl-1,8-naphthyridine and 8.0 g (72 mmol) of thiophenol in 100 ml of anhydrous methanol. The mixture is boiled under reflux for 3 hours and stirred overnight at room temperature. 200 ml of water is added, the mixture is stirred for 1 hour, and the precipitated solid is filtered off, washed with a small amount of methanol and dried under reduced pressure. There is obtained 4.7 g of a pale yellow solid.

Workup

  1. temperatureunder reflux for 3 hours
  2. stirringthe mixture is stirred for 1 hour
  3. filtrationthe precipitated solid is filtered off
  4. washwashed with a small amount of methanol
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-26181337464b478890eb01c2b5807b67
Source dataset
uspto-grants-1993_11
Patent number
US05258356

Reaction notes

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