Sodium Methoxide → HCID 178428104, compound

HRID 1700584Notes

Reaction equation

HRID 1700584 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]1[CH2:18][C:17]2[N:16]=[CH:15][CH:14]=[C:13]([CH3:19])[C:12]=2[C:11](=[N:20][NH:21][C:22]([NH2:24])=[NH:23])[CH2:10]1.C[O-].[Na+]>CO>[Cl:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]1[CH2:18][C:17]2[N:16]=[CH:15][CH:14]=[C:13]([CH3:19])[C:12]=2[C:11](=[N:20][NH:21][C:22]([NH2:24])=[NH:23])[CH2:10]1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 178428105HCID 178428105, compound

Product 1

HCID 178428104HCID 178428104, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
50 °C

Procedure

In methanol (1200 ml) was suspended (±)-7-(2-chlorophenyl)-5-guanidinoimino-4-methyl-5,6,7,8-tetrahydroquinoline hydrochloride (123.9 g), and to the suspension was added dropwise 28% sodium methoxide in methanol (119.2 ml). The mixture was stirred at 50° C. for 30 minutes. Under reduced pressure, the solvent was evaporated, and to the residue was added water. The crystals were filtered, washed with water and dried to give colorless crystals of (±)-7-(2-chlorophenyl)-5-guanidinoimino-4-methyl-5,6,7,8-tetrahydroquinoline (109.3 g).

Workup

  1. customUnder reduced pressure, the solvent was evaporated
  2. additionto the residue was added water
  3. filtrationThe crystals were filtered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-5855cc38083942c3a53a2f5889ad887f
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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