4-Methylbenzenethiol → HCID 178427278, compound

HRID 1462265Notes

Reaction equation

HRID 1462265 reaction equation
[OH:1][CH2:2][CH2:3][N:4]=[C:5]([OH:19])[C:6]1[C:7](=[C:11]([Cl:18])[C:12](Cl)=[C:13](Cl)[C:14]=1[Cl:15])[C:8]([OH:10])=[O:9].[CH3:20][C:21]1[CH:26]=[CH:25][C:24]([SH:27])=[CH:23][CH:22]=1.C(=O)([O-])[O-].[K+].[K+]>O1CCCC1>[OH:1][CH2:2][CH2:3][N:4]=[C:5]([OH:19])[C:6]1[C:7](=[C:11]([Cl:18])[C:12]([S:27][C:24]2[CH:25]=[CH:26][C:21]([CH3:20])=[CH:22][CH:23]=2)=[C:13]([S:27][C:24]2[CH:25]=[CH:26][C:21]([CH3:20])=[CH:22][CH:23]=2)[C:14]=1[Cl:15])[C:8]([OH:10])=[O:9]

Participants

5

Reactant 3

HCID 78114-MethylbenzenethiolHCID 11430Potassium CarbonateHCID 178524541HCID 178524541, compound

Product 1

HCID 178427278HCID 178427278, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

20 g (60.8 millimols) of tetrachlorophthalic acid N-2-hydroxyethylimide, 15.86 g (127.67 millimols) of p-thiocresol, 34.03 g (246.22 millimols) of potassium carbonate and 200 ml of tetrahydrofuran are stirred at 25° C. for 2.5 days. The mixture is acidified and extracted with methylene chloride. After recrystallisation from toluene, 26.42 g (86% of theory) of the title compound are obtained; melting point 211°-2° C.

Workup

  1. extractionextracted with methylene chloride
  2. customAfter recrystallisation from toluene, 26.42 g (86% of theory) of the title compound
  3. customare obtained

Sources & evidence

ORD record
ord-39f804ef2234446bbc8b4b222f9319cc
Source dataset
uspto-grants-1984_07
Patent number
US04459414

Reaction notes

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