When reacting diazomethane on nitriles of the type RSO2‐CHXCN, where X is a negative group, methylation on the nitrogen atom often occurs. In the case of bis‐methylsulphonyl‐acetonitrile, the N‐methyl derivative is formed exclusively: (CH3SO2)2CCNCH3. The less acidic methylsulphoxyl‐methylsulphonyl‐acetonitrile forms only the C‐methyl derivative: (CH3SO)(CH3SO2)C(CH3)CN.
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Dijkstra et al. (1954) studied this question.
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