Hydrochloric Acid → HCID 19380176, compound

HRID 2254028Notes

Reaction equation

HRID 2254028 reaction equation
[CH3:1][S:2][C:3]1[C:11]([N+:12]([O-])=O)=[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][N:5]2[N:4]=1.[ClH:15]>O>[ClH:15].[NH2:12][C:11]1[C:3]([S:2][CH3:1])=[N:4][N:5]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=12

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 123716362-(Methylsulfanyl)-3-nitropyrazolo[1,5-a]pyridine

Product 1

HCID 19380176HCID 19380176, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4 g. 2-Methylthio-3-nitropyrazolo[1,5-a]pyridine (see Heterocycles, 6, 379/1977; Chem. Pharm. Bull., 25, 1528/1977) are dissolved in 200 ml. concentrated hydrochloric acid and mixed with 20 g. stannous chloride dihydrate. After 1 hour, there are again added 15 g. stannous chloride dihydrate, 15 ml. concentrated hydrochloric acid and 200 ml. water. After a further reaction period of 1 hour, the reaction mixture is poured on to ice, the yellow solution is rendered alkaline and extracted with ethyl acetate. The organic phase is dried and evaporated, the residue is dissolved in a little ethanol and mixed with ethereal hydrochloric acid in order to form the hydrochloride. There are obtained 3.9 g. (95% of theory) of the title compound; m.p. 226° C.

Workup

  1. customAfter a further reaction period of 1 hour
  2. additionthe reaction mixture is poured on to ice
  3. extractionextracted with ethyl acetate
  4. customThe organic phase is dried
  5. customevaporated
  6. dissolutionthe residue is dissolved in a little ethanol
  7. additionmixed with ethereal hydrochloric acid in order

Sources & evidence

ORD record
ord-41fe639b50fe4c708017f57d6c406018
Source dataset
uspto-grants-1993_08
Patent number
US05234818

Reaction notes

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