Thiophenol → HCID 21441490, compound

HRID 328323Notes

Reaction equation

HRID 328323 reaction equation
[CH2:1]([N:3]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[S:4]N1C(=O)C2=CC=CC=C2C1=O)[CH3:2].[C:23]1([SH:29])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>C1C=CC=CC=1>[C:23]1([S:29][S:4][N:3]([CH2:16][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:1][CH3:2])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 7969ThiophenolHCID 23455114HCID 23455114, compound

Product 1

HCID 21441490HCID 21441490, compoundYield 94.5%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

N-(N-ethylbenzylaminothio)-phthalimide (6.24 grams, 20 millimoles) was stirred in 100 milliliters of benzene and 2.2 grams (20 millimoles) of benzenethiol was added. The mixture was refluxed one hour, then cooled to room temperature and filtered to remove phthalimide. The filtrate was washed with 10 percent NaOH, then with water, dried (Na2SO4) and concentrated under reduced pressure to afford 5.2 grams (94.5%) of N-(phenyldithio)-N-ethylbenzylamine as a pale yellow liquid.

Workup

  1. temperatureThe mixture was refluxed one hour
  2. filtrationfiltered
  3. customto remove phthalimide
  4. washThe filtrate was washed with 10 percent NaOH
  5. dry with materialwith water, dried (Na2SO4)
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a9da5b348be4411ebaaba4a855cdfa9b
Source dataset
uspto-grants-1977_04
Patent number
US04017489

Reaction notes

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