Hydrochloric Acid → HCID 20464709, compound

HRID 325423Notes

Reaction equation

HRID 325423 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([S:8][CH2:9][C:10]2[CH:11]=[C:12]([C:19](=[O:23])[C:20]([OH:22])=[O:21])[N:13]([CH3:18])[C:14]=2[C:15]([OH:17])=[O:16])[CH:5]=[CH:6][CH:7]=1.Cl.[CH2:25](O)[CH3:26]>>[Cl:1][C:2]1[CH:3]=[C:4]([S:8][CH2:9][C:10]2[CH:11]=[C:12]([C:19](=[O:23])[C:20]([O:22][CH2:25][CH3:26])=[O:21])[N:13]([CH3:18])[C:14]=2[C:15]([OH:17])=[O:16])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 20464717HCID 20464717, compound

Product 1

HCID 20464709HCID 20464709, compound

Procedure

4-(m-Chlorophenylthio)methyl-5-hydroxycarbonyl-1-methyl-α-oxopyrrole-2-acetic acid (1.0 g, 2.82 mmol) is dissolved in hot ethanol (7 ml) and concentrated HCl (150 μl) is added. The reaction is heated to reflux for 30 minutes, then the mixture is cooled, the solvent is removed in vacuo to give a red oill whih solidifies on standing. The solid is recrystallized from cyclohexane:chloroform to give 395 mg purple solid, i.e. ethyl 4-(m-chlorophenylthio)methyl-5-hydroxycarbonyl-1-methyl-α-oxo-pyrrole-2-acetate (36%).

Workup

  1. temperatureThe reaction is heated
  2. temperatureto reflux for 30 minutes
  3. temperaturethe mixture is cooled
  4. customthe solvent is removed in vacuo
  5. customto give a red oill whih
  6. customThe solid is recrystallized from cyclohexane

Sources & evidence

ORD record
ord-12627d84b1634bcc9d8cfac92968fe81
Source dataset
uspto-grants-1984_04
Patent number
US04440779

Reaction notes

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