Lithium Hydroxide → 6-[(4-chlorophenyl)sulfanyl]-3-pyridinylamine

HRID 444462Notes

Reaction equation

HRID 444462 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][CH:3]=1.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([SH:18])=[CH:14][CH:13]=1.[OH-].[Li+]>CN(C=O)C>[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([S:18][C:2]2[N:7]=[CH:6][C:5]([NH2:8])=[CH:4][CH:3]=2)=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 7815p-ChlorothiophenolHCID 783082-Chloro-5-nitropyridine

Product 1

HCID 28001276-[(4-chlorophenyl)sulfanyl]-3-pyridinylamine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

6-Chloro-3-nitropyridine (54.5 grams), 4-chlorothiophenol (50.0 grams), and lithium hydroxide (12.5 grams) were mixed in about 500 ml. of DMF and stirred overnight (about 18 hours) at room temperature. The reaction mixture was poured into ice-water, filtered, and the separated product washed three times with water and air dried, yield, 100 grams.

Workup

  1. filtrationfiltered
  2. washthe separated product washed three times with water and air
  3. customdried
  4. customyield

Sources & evidence

ORD record
ord-f815efe19f0e4996899da64acd82ac39
Source dataset
uspto-grants-1981_04
Patent number
US04264605

Reaction notes

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