Sodium Methoxide → HCID 178428123, compound

HRID 1700652Notes

Reaction equation

HRID 1700652 reaction equation
Cl.[Cl:2][C:3]1[S:4][C:5]([Cl:24])=[CH:6][C:7]=1[CH:8]1[CH2:17][C:16]2[N:15]=[CH:14][CH:13]=[C:12]([CH3:18])[C:11]=2[C:10](=[N:19][NH:20][C:21]([NH2:23])=[NH:22])[CH2:9]1.C[O-].[Na+]>CO>[Cl:2][C:3]1[S:4][C:5]([Cl:24])=[CH:6][C:7]=1[CH:8]1[CH2:17][C:16]2[N:15]=[CH:14][CH:13]=[C:12]([CH3:18])[C:11]=2[C:10](=[N:19][NH:20][C:21]([NH2:23])=[NH:22])[CH2:9]1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 178428124HCID 178428124, compound

Product 1

HCID 178428123HCID 178428123, compoundYield 92.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
50 °C

Procedure

In methanol (390 ml) was suspended (±)-7-(2,5-dichlorothiophen-3-yl)-5-guanidinoimino-4-methyl-5,6,7,8-tetrahydroquinoline hydrochloride (39.0 g), and to the suspension was added dropwise a solution of 28% sodium methoxide in methanol. The mixture was stirred at 50° C. for 1 hour. Under reduced pressure, the mixture was concentrated, and the obtained crystals were washed with water and dried to give (±)-7-(2,5-dichlorothiophen-3-yl)-5-guanidinoimino-4-methyl-5,6,7,8-tetrahydroquinoline (Compound 108) (32.8 g).

Workup

  1. concentrationUnder reduced pressure, the mixture was concentrated
  2. washthe obtained crystals were washed with water
  3. customdried

Sources & evidence

ORD record
ord-bd40a589fbca493b864d3a4f5183bb4e
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

Loading…