HCID 21284293, compound → HCID 14302770, compound

HRID 2232067Notes

Reaction equation

HRID 2232067 reaction equation
[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:6]([CH2:7][S:8][C:9]2[CH:10]=[N:11][CH:12]=[C:13]([CH:17]=2)[C:14]([OH:16])=[O:15])=[CH:5][CH:4]=1.Cl.[CH3:21]O>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][S:8][C:9]2[CH:10]=[N:11][CH:12]=[C:13]([CH:17]=2)[C:14]([O:16][CH3:21])=[O:15])=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 21284293HCID 21284293, compoundHCID 21893726Hydrochloride methanol

Product 1

HCID 14302770HCID 14302770, compound

Procedure

A solution of 2.02 g of 5-(p-methoxybenzylthio)nicotinic acid in hydrochloric acid-methanol is refluxed. The reaction mixture is concentrated. To the residue is added a mixture of chloroform and water. The mixture is extracted with chloroform. The chloroform layer is dried and evaporated to dryness. The resulting residue is recrystallized from isopropyl ether, giving methyl 5-(p-methoxybenzylthio)nicotinate melting at 72°-74° C.

Workup

  1. concentrationThe reaction mixture is concentrated
  2. additionTo the residue is added
  3. additiona mixture of chloroform and water
  4. extractionThe mixture is extracted with chloroform
  5. dry with materialThe chloroform layer is dried
  6. customevaporated to dryness
  7. customThe resulting residue is recrystallized from isopropyl ether

Sources & evidence

ORD record
ord-11a889f1ac294f448f30ef76d6dfb406
Source dataset
uspto-grants-1988_11
Patent number
US04786633

Reaction notes

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