Thiophenol → HCID 20542284, compound

HRID 2286291Notes

Reaction equation

HRID 2286291 reaction equation
C[O-].[Na+].[C:4]1([SH:10])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Cl.Cl[CH2:13][CH2:14][O:15][C:16]1[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[CH:18][C:17]=1[C:24]1[NH:25][C:26]2[C:27]([N:32]=1)=[N:28][CH:29]=[CH:30][CH:31]=2>CO>[C:4]1([S:10][CH2:13][CH2:14][O:15][C:16]2[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[CH:18][C:17]=2[C:24]2[NH:25][C:26]3[C:27]([N:32]=2)=[N:28][CH:29]=[CH:30][CH:31]=3)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 7969ThiophenolHCID 10942334Sodium MethoxideHCID 2054228853929-94-5

Product 1

HCID 20542284HCID 20542284, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2.0 gm (0.036 mol) of sodium methylate in 50 ml of absolute methanol was admixed with 1.85 ml (0.018 mol) of thiophenol and 4.6 gm (0.015 mol) of 2-[2-(2-chloroethoxy)-4-methoxyphenyl]imidazo[4,5-b]pyridine hydrochloride. After refluxing for 4 hours, the reaction mixture was evaporated in vacuo, the residue was dissolved in water/methylene chloride, and the organic phase was separated and dried over magnesium sulfate. A pre-purification was carried out on 50 gm of silicagel with methylene chloride/acetone (100:0 to 80:20). The product was used in the next step without further purification.

Workup

  1. temperatureAfter refluxing for 4 hours
  2. customthe reaction mixture was evaporated in vacuo
  3. dissolutionthe residue was dissolved in water/methylene chloride
  4. customthe organic phase was separated
  5. dry with materialdried over magnesium sulfate
  6. customA pre-purification
  7. customThe product was used in the next step without further purification

Sources & evidence

ORD record
ord-2be7c15cbcae4de0b15c8118d4b71f99
Source dataset
uspto-grants-1982_04
Patent number
US04327100

Reaction notes

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