US 11,053,203 B2
One-pot homogeneous process for the large scale manufacture of 2-substituted benzimidazoles
Pradeep Cheruku, Bolingbrook, IL (US); Suresh R. Sriram, Aurora, IL (US); and James Joseph Michels, Naperville, IL (US)
Assigned to ECOLAB USA INC., St. Paul, MN (US)
Filed by Ecolab USA Inc., St. Paul, MN (US)
Filed on Nov. 9, 2018, as Appl. No. 16/185,304.
Claims priority of provisional application 62/585,278, filed on Nov. 13, 2017.
Prior Publication US 2019/0144395 A1, May 16, 2019
Int. Cl. C07D 235/12 (2006.01); C07D 235/18 (2006.01); C07D 235/08 (2006.01); C07D 401/04 (2006.01); C23F 11/14 (2006.01)
CPC C07D 235/12 (2013.01) [C07D 235/08 (2013.01); C07D 235/18 (2013.01); C07D 401/04 (2013.01); C23F 11/149 (2013.01)] 13 Claims
 
1. A composition, comprising: a compound or salt thereof of formula (I), an acid, and a polar aprotic solvent;

OG Complex Work Unit Chemistry
wherein
X is independently hydrogen, halogen, or a substituted or unsubstituted C1-5 alkyl group, and m is 1, 2, 3, or 4;
R1 is hydrogen, a substituted or unsubstituted C1-C12 alkyl group, or a substituted or unsubstituted C4-C6 aryl group;
R2 is absent, hydrogen, a substituted or unsubstituted C1-C12 alkyl group, or a substituted or unsubstituted C4-C6 aryl group;
R3 is a bond or CHR4;
R4 is hydrogen, halogen, NR5R6, or OR5;
wherein R5 and R6 are each independently hydrogen, a substituted or unsubstituted C1-C12 alkyl group, or a substituted or unsubstituted C4-C6 aryl group; and
Z is independently nitrogen, CX, or N+R5;
wherein:
a concentration of the compound or salt of formula (I) in the composition is about 1 wt % to about 50 wt %;
a concentration of the acid in the composition is about 5 wt % to about 60 wt %; and
a concentration of the polar aprotic solvent in the composition is about 0.001 wt % to about 30 wt %.