Hydrochloric Acid → HCID 20330487, compound

HRID 1439018Notes

Reaction equation

HRID 1439018 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 and 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-c4271f949cb446bea7ffb30313933510
Source dataset
uspto-grants-1977_11
Patent number
US04057637

Reaction notes

Loading…