Hydrochloric Acid → HCID 20330480, compound

HRID 1439021Notes

Reaction equation

HRID 1439021 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 tritaration 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 tritaration with ether and filtration
  6. customdried

Sources & evidence

ORD record
ord-c633d2adda064a32ab154c10113a22f0
Source dataset
uspto-grants-1977_11
Patent number
US04057637

Reaction notes

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