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1. (WO1991009020) PRODUCTION OF 5-(4'-HYDROXYPHENYL)HYDANTOIN AND D-p-HYDROXYPHENYLGLYCINE FROM 4-HYDROXYACETOPHENONE
Latest bibliographic data on file with the International Bureau

Pub. No.: WO/1991/009020 International Application No.: PCT/US1990/006062
Publication Date: 27.06.1991 International Filing Date: 22.10.1990
Chapter 2 Demand Filed: 15.07.1991
IPC:
C07C 227/24 (2006.01) ,C07C 229/36 (2006.01) ,C07D 233/78 (2006.01)
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
C
ACYCLIC OR CARBOCYCLIC COMPOUNDS
227
Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
24
from hydantoins
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
C
ACYCLIC OR CARBOCYCLIC COMPOUNDS
229
Compounds containing amino and carboxyl groups bound to the same carbon skeleton
02
having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
34
the carbon skeleton containing six-membered aromatic rings
36
with at least one amino group and one carboxyl group bound to the same carbon atom of the carbon skeleton
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
D
HETEROCYCLIC COMPOUNDS
233
Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
54
having two double bonds between ring members or between ring members and non-ring members
66
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
72
Two oxygen atoms, e.g. hydantoin
76
with substituted hydrocarbon radicals attached to the third ring carbon atom
78
Radicals substituted by oxygen atoms
Applicants:
HOECHST CELANESE CORPORATION [US/US]; Corpus Christi Technical Center 1901 Clarkwood Road P.O. Box 9077 Corpus Christi, TX 78469-9077, US (AllExceptUS)
FRUCHEY, Olan, S. [US/US]; US (UsOnly)
Inventors:
FRUCHEY, Olan, S.; US
Agent:
WINTER, Richard, C.; PCT International, Inc. c/o Church, Shirley, L. Hoechst Celanese Corporation P.O. Box 9077 Corpus Christi, TX 78469-9077 , US
Priority Data:
451,67514.12.1989US
Title (EN) PRODUCTION OF 5-(4'-HYDROXYPHENYL)HYDANTOIN AND D-p-HYDROXYPHENYLGLYCINE FROM 4-HYDROXYACETOPHENONE
(FR) PRODUCTION DE 5-(4'-HYDROXYPHENYL)HYDANTOINE ET DE D-p-HYDROXYPHENYLGLYCINE A PARTIR DE 4-HYDROXYACETOPHENONE
Abstract:
(EN) A method for producing 5-(4'-hydroxyphenyl)hydantoin by first anhydrously mixing 4-hydroxyacetophenone, a C1 to C5 alkyl nitrite, a C5 or less secondary alcohol, and anhydrous hydrogen chloride to form an intermediate; and then reacting the intermediate with urea, water and aqueous concentrated hydrogen chloride to thereby produce 5-(4'-hydroxyphenyl)hydantoin. The 5-(4'-hydroxyphenyl)hydantoin may then be hydrolyzed to produce p-hydroxyphenylglycine.
(FR) Procédé de production de 5-(4'-hydroxyphényl)hydantoïne consistant, premièrement, à mélanger de manière anhydre une 4-hydroxyacétophénone, un nitrite d'alkyle contenant 1 à 5 atomes de carbone, un alcool secondaire contenant 5 atomes de carbone au moins, ainsi qu'un chlorure d'hydrogène anhydre afin de former un intermédiaire; et ensuite à faire réagir l'intermédiaire avec de l'urée, de l'eau et du chlorure d'hydrogène concentré aqueux de manière à produire de la 5-(4'-hydroxyphényl)hydantoïne. On peut ensuite hydrolyser la 5-(4'-hydroxyphényl)hydantoïne afin de produire de la p-hydroxyphénylglycine.
Designated States: AT, AU, BB, BG, BR, CA, CH, DE, DK, ES, FI, GB, HU, JP, KP, KR, LK, LU, MC, MG, MW, NL, NO, RO, SD, SE, SU, US
European Patent Office (AT, BE, CH, DE, DK, ES, FR, GB, GR, IT, LU, NL, SE)
African Intellectual Property Organization (BF, BJ, CF, CG, CM, GA, ML, MR, SN, TD, TG)
Publication Language: English (EN)
Filing Language: English (EN)
Also published as:
AU1990066129