Methyl chloroformate → HCID 178460721, compound

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Reaction Steps

To a mixture of 5.7 g of 2-methyl-2-thiopseudourea sulfate in 3.4 ml of water there is added at 0° 3.6 ml of methyl chloroformate. The mixture is stirred for 10 minutes at this temperature. Then, there is added dropwise 7.6 ml of 25% NaOH. The temperature is kept below 25° and the mixture is stirred for 10 minutes. Then, 3.8 ml of acetic acid is added and again the temperature is kept below 25°. After a stirring period of 10 minutes, there is added the total of 4-(2-propenylthio)-o-phenylenediamine from Example 1B dissolved in 10 ml of methanol and the mixture is refluxed for one hour. The resulting solid is filtered off, washed with water and dried to yield 4 g. Crystallization from acetonitrile furnishes the analytically pure title compound, m.p. 197°-198°.

Provenance & Evidence