Hydrochloric Acid → HCID 20330480, compound

HRID 2057802Notes

Reaction equation

HRID 2057802 reaction equation
[C:1]([CH2:6][S:7][CH2:8][C:9]1[CH:14]=[N:13][C:12]([CH3:15])=[C:11]2[O:16]C(C)(C)[O:18][CH2:19][C:10]=12)([O:3][CH2:4][CH3:5])=[O:2].[ClH:22].C(=O)(O)[O-].[Na+]>O>[ClH:22].[CH3:15][C:12]1[C:11]([OH:16])=[C:10]([CH2:19][OH:18])[C:9]([CH2:8][S:7][CH2:6][C:1]([O:3][CH2:4][CH3:5])=[O:2])=[CH:14][N:13]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 20330525HCID 20330525, compound

Product 1

HCID 20330480HCID 20330480, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 1.0 g. of the compound from Step A, 6.0 ml. of 2.5 N hydrochloric acid and 10 ml. of water is heated at 50° C. for 45 minutes. The mixture is made alkaline with solid sodium bicarbonate and concentrated to dryness. The residue is extracted with 50 ml. of hot isopropanol. The extract is cooled to 0° C., saturated with dry hydrogen chloride and concentrated to dryness. The solid residue is isolated by trituration with ether and filtration and dried to give 2-methyl-3-hydroxy-4-hydroxymethyl-5-ethoxycarbonylmethylthiomethylpyridine hydrochloride.

Workup

  1. additionA mixture of 1.0 g
  2. concentrationconcentrated to dryness
  3. extractionThe residue is extracted with 50 ml
  4. concentrationconcentrated to dryness
  5. customThe solid residue is isolated by trituration with ether and filtration
  6. customdried

Sources & evidence

ORD record
ord-29de049082aa4c4185b8c611bede61cc
Source dataset
uspto-grants-1980_07
Patent number
US04212976

Reaction notes

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