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GB936664A - A process for the production of hydantoins - Google Patents

A process for the production of hydantoins

Info

Publication number
GB936664A
GB936664A GB1262060A GB1262060A GB936664A GB 936664 A GB936664 A GB 936664A GB 1262060 A GB1262060 A GB 1262060A GB 1262060 A GB1262060 A GB 1262060A GB 936664 A GB936664 A GB 936664A
Authority
GB
United Kingdom
Prior art keywords
water
aldehyde
ketone
hydantoins
hydantoin
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB1262060A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Evonik Operations GmbH
Original Assignee
Degussa GmbH
Deutsche Gold und Silber Scheideanstalt
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Degussa GmbH, Deutsche Gold und Silber Scheideanstalt filed Critical Degussa GmbH
Publication of GB936664A publication Critical patent/GB936664A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D233/72—Two oxygen atoms, e.g. hydantoin

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Hydantoins mono- or di-substituted at the 5-position are prepared by reacting an aldehyde or ketone and hydrocyanic acid, or the corresponding cyanohydrin, with carbon dioxide and an excess of ammonia in solution in water and/or organic solvents, using 1 mol of CO2 and 2,5-10 mols of water per mol of aldehyde, ketone or cyanohydrin. If a non-aqueous solvent is used the required water is added separately. Preferred reaction temperatures are 0-50 DEG C.; preferably the ratio NH3CO2 = 5-100:1. The process may be carried out continuously. Examples prepare: (1), (2) and (6) dimethylhydantoin; (3) methyl ethyl hydantoin; (4) and (7) 5 5-(21-methylmercaptoethyl)hydantoin; (5) phenylhydantoin.
GB1262060A 1959-04-15 1960-04-08 A process for the production of hydantoins Expired GB936664A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DED30432A DE1166201B (en) 1959-04-15 1959-04-15 Pressureless process for the preparation of hydantoins which are mono- or disubstituted in the 5-position

Publications (1)

Publication Number Publication Date
GB936664A true GB936664A (en) 1963-09-11

Family

ID=7040491

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1262060A Expired GB936664A (en) 1959-04-15 1960-04-08 A process for the production of hydantoins

Country Status (3)

Country Link
CH (2) CH396918A (en)
DE (1) DE1166201B (en)
GB (1) GB936664A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4093810A (en) * 1975-07-25 1978-06-06 Sagami Chemical Research Center Process for producing 4-carboxamido-5-cyano-2-imidazolone
US4128719A (en) 1975-07-25 1978-12-05 Sagami Chemical Research Center Process for producing 4-carboxamido-5-cyano-2-imidazolone
CN104557721A (en) * 2014-12-30 2015-04-29 沈阳化工研究院有限公司 Method for producing 5,5-dimethylhydantoin
EP3339289A1 (en) 2016-12-21 2018-06-27 Evonik Degussa GmbH Process for the preparation of methionine
CN108245921A (en) * 2018-03-20 2018-07-06 河北鑫淘源环保科技有限公司 The evaporation and crystallization system and process of one kind 5,5- Dimethyl Hydan mother liquors
WO2020120720A1 (en) 2018-12-14 2020-06-18 Evonik Operations Gmbh Method for producing methionine

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2430617C2 (en) * 1974-06-26 1987-01-15 Degussa Ag, 6000 Frankfurt Process for the preparation of 3,6-bis-(2-methylmercaptoethyl)-2,5-piperazinedione
DE2744428B2 (en) * 1977-10-03 1981-01-15 Lentia Gmbh, Chem. U. Pharm. Erzeugnisse - Industriebedarf, 8000 Muenchen Process for the continuous production of hydantoin derivatives and apparatus for carrying out the same
DE19547236A1 (en) 1995-12-18 1997-07-03 Degussa Process for the preparation of D, L-methionine or its salt

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE566094C (en) * 1929-05-26 1932-12-14 Hermann Bergs Dr Ing Process for the preparation of hydantoins
US2603651A (en) * 1947-12-04 1952-07-15 Ayerst Mckenna & Harrison Process for preparing lysine

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4093810A (en) * 1975-07-25 1978-06-06 Sagami Chemical Research Center Process for producing 4-carboxamido-5-cyano-2-imidazolone
US4128719A (en) 1975-07-25 1978-12-05 Sagami Chemical Research Center Process for producing 4-carboxamido-5-cyano-2-imidazolone
CN104557721A (en) * 2014-12-30 2015-04-29 沈阳化工研究院有限公司 Method for producing 5,5-dimethylhydantoin
EP3339289A1 (en) 2016-12-21 2018-06-27 Evonik Degussa GmbH Process for the preparation of methionine
WO2018114640A1 (en) 2016-12-21 2018-06-28 Evonik Degussa Gmbh Method for preparing methionine
CN108245921A (en) * 2018-03-20 2018-07-06 河北鑫淘源环保科技有限公司 The evaporation and crystallization system and process of one kind 5,5- Dimethyl Hydan mother liquors
CN108245921B (en) * 2018-03-20 2024-03-12 河北鑫淘沅医药科技有限公司 Evaporation crystallization system and process method of 5, 5-dimethyl hydantoin mother liquor
WO2020120720A1 (en) 2018-12-14 2020-06-18 Evonik Operations Gmbh Method for producing methionine
US12187669B2 (en) 2018-12-14 2025-01-07 Evonik Operations Gmbh Method for producing methionine

Also Published As

Publication number Publication date
DE1166201B (en) 1964-03-26
CH396918A (en) 1965-08-15
CH398618A (en) 1966-03-15

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