Hydrochloric Acid → HCID 20330487, compound

HRID 2057799Notes

Reaction equation

HRID 2057799 reaction equation
[ClH:1].[C:2](=O)(O)[O-].[Na+].Cl.C[CH:9]1[C:14](O)([CH:15]([SH:17])[CH3:16])[C:13]([CH2:19][OH:20])=[CH:12][CH:11]=[N:10]1.[OH2:21]>>[ClH:1].[CH3:2][C:11]1[C:12]([OH:21])=[C:13]([CH2:19][OH:20])[C:14]([CH:15]([SH:17])[CH3:16])=[CH:9][N:10]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 516892Sodium BicarbonateHCID 20330555HCID 20330555, compound

Product 1

HCID 20330487HCID 20330487, compound

Conditions

Temperature
0 °C

Procedure

A mixture of 2.0 g. of the mercaptoethyl compound from Step B, 6.0 ml. of 2.5 N hydrochloric acid and 10 ml. of water was heated at 50° C. for 45 minutes. The mixture was made alkaline with solid sodium bicarbonate and concentrated to dryness. The residue was extracted with 50 ml. of hot isopropanol. The extract was cooled to 0° C., saturated with dry hydrogen chloride and concentrated to dryness. The solid residue was isolated by trituration with ether and filtration and dried to give 1.26 g. of 2-methyl-3-hydroxy-4-hydroxymethyl-3-(1-mercaptoethyl)pyridine hydrochloride. After recrystallization from isopropanol-ether, it had m.p. >200° C. (dec.).

Workup

  1. additionA mixture of 2.0 g
  2. concentrationconcentrated to dryness
  3. extractionThe residue was extracted with 50 ml
  4. concentrationconcentrated to dryness
  5. customThe solid residue was isolated by trituration with ether and filtration
  6. customdried
  7. customto give 1.26 g
  8. customAfter recrystallization from isopropanol-ether, it

Sources & evidence

ORD record
ord-28eddbc9c58044d38d3b7f37e1bfca21
Source dataset
uspto-grants-1980_07
Patent number
US04212976

Reaction notes

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