Water → HCID 20344103, compound

HRID 2049636Notes

Reaction equation

HRID 2049636 reaction equation
[CH2:1]([SH:5])[CH:2]([CH3:4])[CH3:3].C[O-].[Na+].[NH2:9][C:10]1[C:19]([N+:20]([O-:22])=[O:21])=[CH:18][C:17]2[C:12](=[CH:13][C:14](Cl)=[CH:15][CH:16]=2)[CH:11]=1.O>CO>[NH2:9][C:10]1[C:19]([N+:20]([O-:22])=[O:21])=[CH:18][C:17]2[C:12](=[CH:13][C:14]([S:5][CH2:1][CH:2]([CH3:4])[CH3:3])=[CH:15][CH:16]=2)[CH:11]=1

Participants

6

Reactant 4

HCID 962WaterHCID 10558Isobutyl mercaptanHCID 10942334Sodium MethoxideHCID 20344111HCID 20344111, compound

Product 1

HCID 20344103HCID 20344103, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 1 mole of isobutylmercaptan in 500 ml of methanol stirring at room temperature is added 1.1 mol of sodium methoxide. The mixture is stirred for 10 minutes and the solvent is evaporated under vacuum. The residue is taken up in 500 ml of dimethylformamide. To this mixture, stirring at room temperature, is added 1 mole of 2-amino-7-chloro-3-nitronaphthalene. The mixture is refluxed for 2 hours, then cooled and poured into 2 liters of water. After stirring for 30 minutes the resulting precipitate is filtered off and recrystallized from methanol or ethanol to yield the title compound.

Workup

  1. customthe solvent is evaporated under vacuum
  2. stirringTo this mixture, stirring at room temperature
  3. temperatureThe mixture is refluxed for 2 hours
  4. temperaturecooled
  5. stirringAfter stirring for 30 minutes the resulting precipitate
  6. filtrationis filtered off
  7. customrecrystallized from methanol or ethanol

Sources & evidence

ORD record
ord-cb4bb0a2d21348b0bb5f795f0cb11c40
Source dataset
uspto-grants-1980_04
Patent number
US04198422

Reaction notes

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