Pyridine → HCID 15183276, compound

HRID 1348678Notes

Reaction equation

HRID 1348678 reaction equation
N1C=CC=CC=1.[C:7]1([CH3:17])[CH:12]=[CH:11][C:10]([S:13](Cl)(=[O:15])=[O:14])=[CH:9][CH:8]=1.[NH2:18][C:19]1[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][C:20]=1[OH:26]>C(Cl)Cl>[OH:26][C:20]1[CH:21]=[C:22]([CH3:25])[CH:23]=[CH:24][C:19]=1[NH:18][S:13]([C:10]1[CH:11]=[CH:12][C:7]([CH3:17])=[CH:8][CH:9]=1)(=[O:15])=[O:14]

Participants

5

Reactant 3

HCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 760822-Amino-5-methylphenol

Product 1

HCID 15183276HCID 15183276, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
40 °C

Procedure

Pyridine (810 μl) and then, a little at a time, p-toluenesulfonyl chloride (1.91 g, 10 mmol) are added to a solution of 2-amino-5-methylphenol (1.23 g, 10 mmol) in CH2Cl2 (20 ml). The reaction mixture is stirred at 40° C. for 4 h. The solvent is distilled off under reduced pressure, ethyl acetate is added to the residue and the solid is filtered off with suction.

Workup

  1. distillationThe solvent is distilled off under reduced pressure, ethyl acetate
  2. additionis added to the residue
  3. filtrationthe solid is filtered off with suction

Sources & evidence

ORD record
ord-264c57f220ff499f8b10a9b293ca6b8c
Source dataset
uspto-grants-2007_05
Patent number
US07211592B2

Reaction notes

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