Sustainable Chemical Processes

Table 1 Impact of IPA–water ratio on nucleophilic substitution reaction between 5 and 6 to give 7

From: Facile approach for the synthesis of rivaroxaban using alternate synthon: reaction, crystallization and isolation in single pot to achieve desired yield, quality and crystal form

Expt. no.	Compd. 6 (mole. eq. w. r. to 5)	Volume w.r.to 5		Yield (%)	HPLC purity (%)	Content of 5 and 6
Expt. no.	Compd. 6 (mole. eq. w. r. to 5)	IPA	Water	Yield (%)	HPLC purity (%)	5 (%)	6 (%)
1^a	1.05	10	–	NI	62.00	12.00	10.0
2^b,c,d	1.05	–	10	78.00	86.90	0.57	6.00
3^b,d	1.05	9	1	90.00	94.38	1.70	2.00
4^b,d	1.05	13.5	1.5	87.80	97.50	0.66	0.70
5	1.05	17	3	91.00	97.18	0.60	0.40

NI not isolated.
^aReaction not progressed.
^bReaction mass not stirrable.
^cOXI (6) could not be removed in water.
^dThick reaction mass, unable to transfer from reaction flask to centrifuge.

Back to article page