Maleic Anhydride → HCID 13075159, compound

HRID 1890142Notes

Reaction equation

HRID 1890142 reaction equation
C(N(CC)CC)C.[C:8]1([SH:14])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[C:15]1(=[O:21])[O:20][C:18](=[O:19])[CH:17]=[CH:16]1>C1(C)C=CC=CC=1>[C:8]1([S:14][CH:17]2[CH2:16][C:15](=[O:21])[O:20][C:18]2=[O:19])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 7923Maleic AnhydrideHCID 7969ThiophenolHCID 8471Triethylamine

Product 1

HCID 13075159HCID 13075159, compoundYield 105.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Triethylamine (0.8 ml) was added dropwise to a solution of benzenethiol (9.3 ml, 91 mmol) and maleic anhydride (8.9 g, 91 mmol) in toluene (125 ml). After stirring at room temperature for 12 hr the solvent was evaporated to leave 20 g of crude 3-phenylsulfanyl-dihydro-furan-2,5-dione as a brown oil. 1H NMR (CDCl3) δ 7.20-7.70 (5H, m), 4.20 (1H, dd), 3.40 (1H, dd), 2.90 (1H, dd).

Workup

  1. customwas evaporated

Sources & evidence

ORD record
ord-b8ca1fbcd67f4eae9832cfb271623dd0
Source dataset
uspto-grants-2013_08
Patent number
US08506932B2

Reaction notes

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