Hydrochloric Acid → HCID 178527820, compound

HRID 1791942Notes

Reaction equation

HRID 1791942 reaction equation
[NH2:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[CH:4][N:3]=1.C(O[C:12]([S-])=[S:13])C.[K+].O.Cl>N1C=CC=CC=1>[O:8]1[C:7]2[C:2](=[N:3][CH:4]=[CH:5][CH:6]=2)[N:1]=[C:12]1[SH:13]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 281142-Amino-3-HydroxypyridineHCID 2735045Potassium ethylxanthate

Product 1

HCID 178527820HCID 178527820, compoundYield 67.4%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-Amino-3-hydroxypyridine (5.51 g) was dissolved in pyridine (100 mL), and potassium ethylxanthate (8.82 g) was added thereto. The mixture was refluxed for 2 hr. Iced water (400 mL) was added to the reaction mixture, and concentrated hydrochloric acid (40 mL) was added thereto. The mixture was extracted with chloroform and the extract was washed with brine and concentrated under reduced pressure to give 1,3-oxazolo[4,5-b]pyridine-2-thiol (5.13 g) as a pale-brown powder.

Workup

  1. temperatureThe mixture was refluxed for 2 hr
  2. additionwas added
  3. extractionThe mixture was extracted with chloroform
  4. washthe extract was washed with brine
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-60dd5431afaf477babfb87ec33d04de8
Source dataset
uspto-grants-2006_07
Patent number
US07074794B2

Reaction notes

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