US 12,215,091 B2
Method for producing methylene disulfonate compound
Seiya Ashibe, Kako-gun (JP); and Hirotake Moriyama, Kako-gun (JP)
Assigned to SUMITOMO SEIKA CHEMICALS CO., LTD., Hyogo (JP)
Appl. No. 17/798,637
Filed by SUMITOMO SEIKA CHEMICALS CO., LTD., Hyogo (JP)
PCT Filed Feb. 8, 2021, PCT No. PCT/JP2021/004488
§ 371(c)(1), (2) Date Aug. 10, 2022,
PCT Pub. No. WO2021/161943, PCT Pub. Date Aug. 19, 2021.
Claims priority of application No. 2020-023222 (JP), filed on Feb. 14, 2020.
Prior Publication US 2023/0150967 A1, May 18, 2023
Int. Cl. C07D 327/00 (2006.01)
CPC C07D 327/00 (2013.01) 4 Claims
 
1. A method for producing a methylene disulfonate compound, comprising:
step A of reacting at least one alkanesulfonic acid compound and sulfur trioxide in the presence of sulfolane to thereby obtain reactant A comprising an alkanedisulfonic acid compound, and
step B of reacting reactant A obtained in step A and a formaldehyde compound in the presence of sulfur trioxide and sulfolane to thereby obtain a methylene disulfonate compound;
the amount of sulfolane in step A being 0.1 mol or more and 10 mol or less per mol of sulfur trioxide,
the amount of sulfur trioxide added in step B being 2.0 mol or more and 10 mol or less per mol of the alkanedisulfonic acid compound;
the alkanesulfonic acid compound being represented by the following formula (1):

OG Complex Work Unit Chemistry
wherein in formula (1), R1 and R2 are the same or different, and each is a C1-4 alkyl group optionally substituted with a halogen atom, or a hydrogen atom; and n is an integer of 1 to 4; when n is an integer of 2 to 4, n-number of R1 may be the same or different, and n-number of R2 may be the same or different;
the alkanedisulfonic acid compound being represented by the following formula (4):

OG Complex Work Unit Chemistry
wherein in formula (4), R1, R2, and n are respectively the same as R1, R2, and n in formula (1); and
the methylene disulfonate compound being represented by the following formula (5):

OG Complex Work Unit Chemistry
wherein in formula (5), R1, R2, and n are respectively the same as R1, R2, and n in formula (1).