Dichloromethane → HCID 23335400, compound

HRID 2163338Notes

Reaction equation

HRID 2163338 reaction equation
[CH3:1][N:2]([CH3:18])[CH2:3][CH2:4][N:5]1[C:14]2[C:9](=[C:10]([CH3:16])[CH:11]=[C:12]([CH3:15])[N:13]=2)[CH:8]=[CH:7][C:6]1=O.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:20].C(Cl)[Cl:34].C(=O)([O-])[O-].[K+].[K+]>O>[ClH:34].[CH3:1][N:2]([CH3:18])[CH2:3][CH2:4][N:5]1[C:14]2[C:9](=[C:10]([CH3:16])[CH:11]=[C:12]([CH3:15])[N:13]=2)[CH:8]=[CH:7][C:6]1=[S:20]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 11430Potassium CarbonateHCID 14817Phosphorus sulfide (P2S5)HCID 23335388HCID 23335388, compound

Product 1

HCID 23335400HCID 23335400, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1-(2-dimethylaminoethyl)-5,7-dimethyl-1,8-naphthyridin-2(1H)-one (2.5 g., 0.01 mole) and phosphorus pentasulfide (2.0 g., 0.009 mole) in 60 ml. of methylene chloride is heated at reflux for 4 hours. The reaction is cooled, water and solid potassium carbonate added, and the organic layer is separated, dried, filtered through charcoal and evaporated to dryness. The residue is dissolved in ether, hydrogen chloride is added and the salt is recrystallized from isopropanol to yield 1-(2-dimethylaminoethyl)-5,7-dimethyl-1,8-naphthyridin-2(1H)-thione hydrochloride m.p. 209-211° C.

Workup

  1. temperatureat reflux for 4 hours
  2. temperatureThe reaction is cooled
  3. customthe organic layer is separated
  4. customdried
  5. filtrationfiltered through charcoal
  6. customevaporated to dryness
  7. dissolutionThe residue is dissolved in ether
  8. additionhydrogen chloride is added
  9. customthe salt is recrystallized from isopropanol

Sources & evidence

ORD record
ord-bf939058aa6644978f3892ee4633386d
Source dataset
uspto-grants-1979_01
Patent number
US04133885

Reaction notes

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