2-Thiophenecarbonyl chloride → HCID 21510384, compound

HRID 1576956Notes

Reaction equation

HRID 1576956 reaction equation
Cl.[OH:2][C:3]1[C:4]([CH3:11])=[N:5][CH:6]=[C:7]([CH2:9][OH:10])[CH:8]=1.[C:12]1([C:17](Cl)=[O:18])[S:16][CH:15]=[CH:14][CH:13]=1>N1C=CC=CC=1>[OH:10][CH2:9][C:7]1[CH:8]=[C:3]([O:2][C:17](=[O:18])[C:12]2[S:16][CH:15]=[CH:14][CH:13]=2)[C:4]([CH3:11])=[N:5][CH:6]=1

Participants

4

Reactant 2

HCID 789282-Thiophenecarbonyl chlorideHCID 1991873-Pyridinemethanol, 5-hydroxy-6-methyl-, hydrochloride

Product 1

HCID 21510384HCID 21510384, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 0.9 g of 3-hydroxy-5-hydroxymethyl-2-methylpyridine hydrochloride in 5 ml. of pyridine was added dropwise 0.7 g. of 2-thenoyl chloride under cooling. The resulting mixture was stirred overnight, poured into ice-water and then extracted with chloroform. The extract was washed with water, dried over anhydrous sodium sulfate and the solvent was distilled off to give an oily substance. This substance was purified by silica gel chromatography to give 0.75 g. of the desired product. m.p. 59° - 61°C.

Workup

  1. extractionextracted with chloroform
  2. washThe extract was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationthe solvent was distilled off
  5. customto give an oily substance
  6. customThis substance was purified by silica gel chromatography
  7. customto give 0.75 g

Sources & evidence

ORD record
ord-caa086f5dbb74ee0b91623f2c2728911
Source dataset
uspto-grants-1976_09
Patent number
US03983238

Reaction notes

Loading…