2-Chloropyridine → HCID 15211605, compound

HRID 1735940Notes

Reaction equation

HRID 1735940 reaction equation
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[SH:8][C:9]1[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=1[NH2:11]>CC(O)C>[SH:8][C:9]1[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=1[NH:11][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 79772-ChloropyridineHCID 87132-Aminothiophenol

Product 1

HCID 15211605HCID 15211605, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

340.5 g (3 moles) 2-chloropyridine are added dropwise to a boiling solution of 375 g (3 moles) 2-mercaptoaniline in 1.8 liters 2-propanol with agitation and under an atmosphere of protective gas within 15 min. After termination of the addition, the mixture is agitated for 5 hours at boiling temperature. The mixture is then allowed to cool to room temperature, and the precipitated yellowish product is filtered off and washed twice with 50 ml 2-propanol per wash. After drying in a vacuum, 592 g (86% of theory), 2-(2-mercapto-phenylamino) pyridine is obtained as colorless to yellowish crystals.

Workup

  1. additionAfter termination of the addition
  2. filtrationthe precipitated yellowish product is filtered off
  3. washwashed twice with 50 ml 2-propanol
  4. washper wash
  5. customAfter drying in a vacuum, 592 g (86% of theory)

Sources & evidence

ORD record
ord-2935ffff1e8549619e847d316e257725
Source dataset
uspto-grants-1996_07
Patent number
US05539107

Reaction notes

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