Convenient synthesis of sulfonyl azides using PEG-400 as an efficient and eco-friendly reaction medium

Figures & data

short-legendScheme 1. Synthesis of sulfonyl azides from sulfonyl chlorides.

Table 1. Synthesis of sulfonyl azides from sulfonyl chlorides using PEG-400 as an efficient reaction medium.^a

					m.p. (°C)
Entry	Sulfonyl chloride	Sulfonyl azide	Time (mins)	Yield^b	Found	Reported^c
1	CH3(CH2)2SO2Cl 1a	CH3(CH2)2SO2N3 3a	10	94	Oil	Oil 10
2			10	97	53–54	53.5–54 26
3			10	96	13–14	13.5–14.5 11
4			10	94	22–23	22.5–23.5 11
5			10	90	Oil	Oil 7
6			30	84	42–43	41–43 14
7			10	95	50–51	51.5–52 17
8			30	90	100–101	101.5–102 17
9			30	95	78–79	80.5–81 17
10			40	85	67–68	68–71 15
11			10	97	54–55	54.5–56 17
12			10	93	107–108	108–110 16
13			10	92	95–97	–
14			30	91	31–32	31.5–33 26
15			10	90	30–31	30–32 10
^aReaction conditions: sulfonyl chloride (2.0 mmol), sodium azide (2.4 mmol), and PEG-400 (2 mL) at room temperature.
^bIsolated yield.
^cThe compound reported in the literature.

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