Methanesulfonic Acid → HCID 178505256, compound

HRID 1700656Notes

Reaction equation

HRID 1700656 reaction equation
[Cl:1][C:2]1[S:3][C:4]([Cl:23])=[CH:5][C:6]=1[CH:7]1[CH2:16][C:15]2[N:14]=[CH:13][CH:12]=[C:11]([CH3:17])[C:10]=2[C:9](=[N:18][NH:19][C:20]([NH2:22])=[NH:21])[CH2:8]1.[CH3:24][S:25]([OH:28])(=[O:27])=[O:26]>C(O)C>[CH3:24][S:25]([OH:28])(=[O:27])=[O:26].[Cl:1][C:2]1[S:3][C:4]([Cl:23])=[CH:5][C:6]=1[CH:7]1[CH2:16][C:15]2[N:14]=[CH:13][CH:12]=[C:11]([CH3:17])[C:10]=2[C:9](=[N:18][NH:19][C:20]([NH2:22])=[NH:21])[CH2:8]1

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 178428123HCID 178428123, compound

Product 1

HCID 178505256HCID 178505256, compoundYield 100.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To (−)-7-(2,5-dichlorothiophen-3-yl)-5-guanidinoimino-4-methyl-5,6,7,8-tetrahydroquinoline (6.4 g) was added ethanol (50 ml) and methanesulfonic acid (3.1 g) to give a homogenous solution, and the solution was concentrated to give crystals, which were recrystallized from ethanol to give (−)-7-(2,5-dichlorothiophen-3-yl)-5-guanidinoimino-4-methyl-5,6,7,8-tetrahydroquinoline methanesulfonate (Compound 113) (8.1 g,99.5% ee).

Workup

  1. customto give a homogenous solution
  2. concentrationthe solution was concentrated
  3. customto give crystals, which
  4. customwere recrystallized from ethanol

Sources & evidence

ORD record
ord-0cf09e7f307446ce80ac898eccd1a9ab
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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