Hydrochloric Acid → HCID 15729196, compound

HRID 1656997Notes

Reaction equation

HRID 1656997 reaction equation
C([NH:4][C:5]1[S:6][C:7]([S:10][C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)=[CH:8][N:9]=1)(=O)C.O1CCCC1.Cl>C(O)C>[NH2:4][C:5]1[S:6][C:7]([S:10][C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)=[CH:8][N:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 157291952-Acetylamino-5-(3-pyridylthio)thiazole

Product 1

HCID 15729196HCID 15729196, compoundYield 79.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-acetylamino-5-(3-pyridylthio)thiazole (8.5 g) in a mixture of ethanol (160 ml), tetrahydrofuran (50 ml) and aqueous 6N hydrochloric acid (100 ml) was refluxed for 4 hours with stirring. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in water. The solution was adjusted to pH 8.5 using aqueous sodium bicarbonate and the precipitates were collected by filtration, washed with water and dried in vacuo to give 2-amino-5-(3-pyridylthio)thiazole (5.6 g yield: 78.9%). mp: 140°-142° C. IR (Nujol): 3400, 3300, 3125, 1630, 1530, 1490 cm-1

Workup

  1. temperaturewas refluxed for 4 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. dissolutionthe residue was dissolved in water
  4. filtrationthe precipitates were collected by filtration
  5. washwashed with water
  6. customdried in vacuo

Sources & evidence

ORD record
ord-d5b461443cf8463e96cad0a68de23eb9
Source dataset
uspto-grants-1993_10
Patent number
US05256675

Reaction notes

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