HCID 848877, compound → Phthalimide

HRID 435728Notes

Reaction equation

HRID 435728 reaction equation
C(S[N:6]1[C:10](=[O:11])[C:9]2=[CH:12][CH:13]=[CH:14][CH:15]=[C:8]2[C:7]1=[O:16])(C)(C)C.SC1SC2C=CC=CC=2N=1>C1C=CC=CC=1>[C:10]1(=[O:11])[NH:6][C:7](=[O:16])[C:8]2=[CH:15][CH:14]=[CH:13][CH:12]=[C:9]12

Participants

4

Reactant 2

HCID 848877HCID 848877, compoundHCID 178418395HCID 178418395, compound

Product 1

HCID 6809PhthalimideYield 96.5%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

11.8 Grams (0.05 mole) of N-(tert-butylthio)phthalimide and 8.5 grams (0.05 mole) of 2-mercaptobenzothiazole in 200 ml of benzene are stirred at 70° C for 6 hours. The reaction mixture is cooled and filtered to obtain 7.1 grams of phthalimide (white solid, m.p. 231° C). The benzene is stripped from the filtrate by evaporation to give a solid residue. The residue recrystallized from methanol gives 9.3 grams of 2-(tert-butyldithio)benzothiazole, m.p. 80.0°-80.5° C. Another 3.0 grams of product are obtained upon concentration of the alcoholic filtrate.

Workup

  1. temperatureThe reaction mixture is cooled
  2. filtrationfiltered

Sources & evidence

ORD record
ord-724caa72310b4a23b5c4b498da23b604
Source dataset
uspto-grants-1977_02
Patent number
US04006155

Reaction notes

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