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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 904140Generated: October 31, 2026

Water → HCID 12767212, compound

https://huagongshe.com/reaction/904140

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethanesulfonic AcidHCID 6395—
ReactantHCID 12942450HCID 12942450—
SolventTolueneHCID 1140—
ProductHCID 12767212HCID 12767212—

Reaction Steps

A solution of (1' RS, 5 SR)-3-n-butyl-5-(1-hydroxyethyl)hydantoin (7.7 g 0.039 mole) in toluene (150 ml) containing methane sulphonic acid (2.5 mole 0.039 mole) was heated under a Dean and Stark apparatus for 48 hours during which time 0.65 ml of water collected (94% of theory). The mixture was cooled to room-temperature and washed with dilute sodium bicarbonate and dried (MgSO4). Removal of the solvent gave a solid which was crystallised from cyclohexane to give the title compound as prisms m.p. 127° C. Yield=3.3 g=46.5%. The following Examples 14-20 illustrate pharmaceutical formulations containing the compound 3-n-butyl-5-methylenehydantoin.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04230709
Source datasetuspto-grants-1980_10
ORD IDord-a634587b3ce3489698a0bcd78f763ce6
Source noteuspto-grants-1980_10