Hydrochloric Acid → HCID 70430444, compound

HRID 1904009Notes

Reaction equation

HRID 1904009 reaction equation
[CH3:1][C:2]1[NH:6][CH:5]=[N:4][C:3]=1[CH2:7][S:8][CH2:9][CH2:10][NH:11][C:12]1[C:17]([C:18]([O:20]CC)=[O:19])=[C:16]2[CH2:23][CH2:24][CH2:25][C:15]2=[CH:14][N:13]=1.[ClH:26]>>[ClH:26].[ClH:26].[CH3:1][C:2]1[NH:6][CH:5]=[N:4][C:3]=1[CH2:7][S:8][CH2:9][CH2:10][NH:11][C:12]1[C:17]([C:18]([OH:20])=[O:19])=[C:16]2[CH2:23][CH2:24][CH2:25][C:15]2=[CH:14][N:13]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 20212026HCID 20212026, compound

Product 1

HCID 70430444HCID 70430444, compoundYield 38%

Procedure

2-[2-(5-Methyl-4-imidazolylmethylthio)ethylamino]-3-carbethoxy-4,5-propanopyridine (15.0 g, 41.7 m.mole) and concentrated hydrochloric acid (36% w/v, 250 ml) were refluxed for 21 hours. The solution was evaporated to dryness in vacuo, ethanol being added to assist in removal of the water. The residue was rinsed with methanol and isopropanol and dried to give 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]4,5-propanopyridine 3-carboxylic acid dihydrochloride (6.47 g, 38% yield; m.p. 208.5°-209°).

Workup

  1. customThe solution was evaporated to dryness in vacuo, ethanol being
  2. additionadded
  3. customto assist in removal of the water
  4. washThe residue was rinsed with methanol and isopropanol
  5. customdried

Sources & evidence

ORD record
ord-5cc2fb4ea0a94669952c0d02a4751d5f
Source dataset
uspto-grants-1984_03
Patent number
US04439437

Reaction notes

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