Predicate |
Object |
assignee |
http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_05a203d85ee01909eaf728dc16f0f6cb |
classificationCPCInventive |
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D491-10 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D311-68 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P27-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P25-02 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P25-18 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P3-10 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P3-08 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D491-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P27-02 |
classificationIPCInventive |
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D311-68 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61P27-02 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61P25-18 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61P25-02 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D491-10 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D491-107 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D491-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-415 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61P3-08 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61P3-10 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61P27-12 |
filingDate |
1980-03-28-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
grantDate |
1981-08-25-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
inventor |
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_7f58a4b9e65c0234aa86350140902553 |
publicationDate |
1981-08-25-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber |
US-4286098-A |
titleOfInvention |
Process for the preparation of chiral hydantoins |
abstract |
A novel process for the synthesis of chiral hydantoins of the structure <IMAGE> (I) wherein X is fluoro or chloro, from the corresponding 6-halo-4-chromanone of the structure <IMAGE> (II) is described. The compounds I are valuable in the treatment of certain chronic complications arising from diabetes mellitus. In addition the compound of the formula I wherein X is chloro possesses complementary hypoglycemic activity. The process comprises the sequence of dehydrative coupling of the halochromanone (II) with S-(-)-alpha-methylbenzylamine to form the imine of structure <IMAGE> (III) addition of hydrogen cyanide to form the nitrile of structure <IMAGE> (IV) condensation with chlorosulfonylisocyanate (or its equivalent) to form the alpha-methylbenzylhydantoin of structure <IMAGE> (V) and finally solvolysis of the latter to the chiral hydantoin of structure I. |
isCitedBy |
http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-4704461-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-4966911-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-5340829-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/WO-8704344-A1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-4551542-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-2004002615-A1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-4853410-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-4620019-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-4528387-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-4431828-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-0109232-A1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-5151544-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-0179570-A1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/WO-9200071-A1 |
priorityDate |
1980-03-28-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type |
http://data.epo.org/linked-data/def/patent/Publication |