Hydrochloric Acid → HCID 7313902, compound

HRID 1464178Notes

Reaction equation

HRID 1464178 reaction equation
[I:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH3:12][C:13]1[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=1.C(N(CC)CC)C.Cl>C1(C)C=CC=CC=1>[I:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([O:19][C:16]2[CH:17]=[CH:18][C:13]([CH3:12])=[CH:14][CH:15]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 2879P-CresolHCID 73994-Iodobenzenesulfonyl chlorideHCID 8471Triethylamine

Product 1

HCID 7313902HCID 7313902, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
60 °C

Procedure

4-Iodobenzenesulfonyl chloride (604 g, 2 mol) was added with stirring to a solution of 4-methylphenol (227 g, 2.1 mol) and triethylamine (222 g, 2.2 mol) in toluene (1.5 l). The suspension was stirred at 60° C. for 2 h. The reaction mixture was added to excess dilute hydrochloric acid. The precipitate was filtered off and washed with ethanol. A second crop was obtained by concentrating the toluene mother liquor and collecting the solid material in the same manner. The combined crops were recrystallized from 2-propanol (2.5 l). Yield 680 g, 91%.

Workup

  1. filtrationThe precipitate was filtered off
  2. washwashed with ethanol
  3. customA second crop was obtained
  4. concentrationby concentrating the toluene mother liquor
  5. customcollecting the solid material in the same manner
  6. customThe combined crops were recrystallized from 2-propanol (2.5 l)

Sources & evidence

ORD record
ord-388b34b2c75a428d9efb83d958fbb8e4
Source dataset
uspto-grants-1994_04
Patent number
US05302718

Reaction notes

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