Hydrochloric Acid → HCID 136399290, compound

HRID 1462268Notes

Reaction equation

HRID 1462268 reaction equation
[CH3:1][N:2]=[C:3]([OH:17])[C:4]1[C:5](=[C:9](Cl)[C:10](Cl)=[C:11](Cl)[C:12]=1Cl)[C:6]([OH:8])=[O:7].[CH3:18][O:19][C:20]1[CH:25]=[CH:24][C:23]([SH:26])=[CH:22][CH:21]=1.[C:27](=[O:30])([O-])[O-].[K+].[K+].Cl>O1CCCC1>[CH3:1][N:2]=[C:3]([OH:17])[C:4]1[C:5](=[C:9]([S:26][C:23]2[CH:24]=[CH:25][C:20]([O:30][CH3:27])=[CH:21][CH:22]=2)[C:10]([S:26][C:23]2[CH:24]=[CH:25][C:20]([O:19][CH3:18])=[CH:21][CH:22]=2)=[C:11]([S:26][C:23]2[CH:24]=[CH:25][C:20]([O:19][CH3:18])=[CH:21][CH:22]=2)[C:12]=1[S:26][C:23]1[CH:24]=[CH:25][C:20]([O:19][CH3:18])=[CH:21][CH:22]=1)[C:6]([OH:8])=[O:7]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 127654-MethoxybenzenethiolHCID 178485481HCID 178485481, compound

Product 1

HCID 136399290HCID 136399290, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2 g (6.7 millimols) of tetrachlorophthalic acid N-methylimide, 4.23 g (30.15 millimols) of p-methoxythiophenol, 6.25 g (45.2 millimols) of potassium carbonate and 20 ml of tetrahydrofuran are stirred at 25° C. for 4 hours. The mixture is acidified with 2N HCl solution and extracted with methylene chloride. The extracts are dried over sodium sulfate and evaporated. After recrystallisation from toluene/cyclohexane, 4.68 g (98% of theory) of the title compound are obtained: melting point 168°-70° C.

Workup

  1. extractionextracted with methylene chloride
  2. dry with materialThe extracts are dried over sodium sulfate
  3. customevaporated
  4. customAfter recrystallisation from toluene/cyclohexane, 4.68 g (98% of theory) of the title compound
  5. customare obtained

Sources & evidence

ORD record
ord-e2b44a0790c74a01b4abb30ff2c0155a
Source dataset
uspto-grants-1984_07
Patent number
US04459414

Reaction notes

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