Hydrochloric Acid → HCID 19380176, compound

HRID 2210244Notes

Reaction equation

HRID 2210244 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-3a04130c9cba4792814492d532017714
Source dataset
uspto-grants-1995_10
Patent number
US05457200

Reaction notes

Loading…