Sodium methanethiolate → HCID 20368069, compound

HRID 616573Notes

Reaction equation

HRID 616573 reaction equation
Cl[C:2]1[N:11]=[CH:10][C:9]2[C:8](=[O:12])[N:7]3[N:13]=[C:14]([CH3:16])[CH:15]=[C:6]3[N:5]([CH3:17])[C:4]=2[CH:3]=1.[CH3:18][S-:19].[Na+]>CN(C)C=O>[CH3:16][C:14]1[CH:15]=[C:6]2[N:5]([CH3:17])[C:4]3[CH:3]=[C:2]([S:19][CH3:18])[N:11]=[CH:10][C:9]=3[C:8](=[O:12])[N:7]2[N:13]=1

Participants

4

Reactant 2

HCID 4378561Sodium methanethiolateHCID 20368067HCID 20368067, compound

Product 1

HCID 20368069HCID 20368069, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.1 mole of 6-chloro-2,4-dimethylpyrazolo[1,5-a]pyrido[4,3-d]pyrimidin-9(4H)-one of Example 5 is suspended in 100 ml. of dimethylformamide. 0.15 mole of sodium methyl mercaptide is added and the mixture is heated at reflux temperature with stirring for 10 hours. After this time, the precipitated sodium chloride is filtered off and 100 ml. of water are added. 2,4-dimethyl-6-(methylthio)pyrazolo[1,5-a]pyrido[4,3-d]pyrimidin-9(4H)-one crystallizes and is filtered off, yield: 73%; m.p. >300° (butyl alcohol).

Workup

  1. temperaturethe mixture is heated
  2. temperatureat reflux temperature
  3. filtrationAfter this time, the precipitated sodium chloride is filtered off
  4. additionof water are added
  5. custom2,4-dimethyl-6-(methylthio)pyrazolo[1,5-a]pyrido[4,3-d]pyrimidin-9(4H)-one crystallizes
  6. filtrationis filtered off

Sources & evidence

ORD record
ord-1fc71a0d032446e29db2a661172c834a
Source dataset
uspto-grants-1978_02
Patent number
US04075210

Reaction notes

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