Two Efficient and Practical Syntheses of Methyl 4-Mercaptobenzoate

References

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• Nucleophiles examined were: NaSH·xH2O, Na2S·H2O, Na2CH3, Na2S2O3, Na2S, H2N(C[dbnd]S)NH2, KS(C[dbnd]S)OEt, K2S2O3, K2S.
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• 4-Mercaptobenzonitrile rapidly oxidizes to 4, 4′-dithiobis[benzonitrile] during work-up and on standing
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• The crude solid could alternatively be crystallized by trituration with chilled hexane (0 °C). Neither method of purification has been optimized
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