http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1226462-A
Outgoing Links
Predicate | Object |
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classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D209-20 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D209-12 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D209-20 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D209-12 |
filingDate | 1969-04-02-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationDate | 1971-03-31-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-1226462-A |
abstract | 1,226,462. Indole-acetaldehydes. MERCK & CO. Inc. 2 April, 1969 [9 April, 1968], No. 17383/69. Heading C2C. [Also in Division A5] Indole-acetaldehydes of Formula I in which R 1 is a substituted or unsubstituted aroyl or heteroaroyl radical, R 2 is H or C 1-5 alkyl and R 3 is alkyl, alkoxy, amino, monoalkylamino or dialkylamino, are prepared by treating a compound of Formula II in which R 4 is H or R 1 , A<SP>1</SP> is hydroxy, amino or alkylamino and B<SP>1</SP> is H, carboxy, alkoxycarbonyl or 1-hydroxyalkyl, provided that A<SP>1</SP> is hydroxy when B<SP>1</SP> is H, with a halogenating agent of the positive halogen type when A<SP>1</SP> is amino or alkylamino, or with an oxidizing agent when A<SP>1</SP> is hydroxy, and when R 4 is H, acylating the compound thus obtained with an acylating agent containing R 1 as the acyl residue. The halogenating agent is preferably N-chloro- or N-bromosuccinimide and the oxidizing agent may be (a) when A<SP>1</SP> is hydroxy and B<SP>1</SP> is H, a carbodiimide and a sulphoxide in the presence of a strong acid, a dichromate in an acid, manganese dioxide in an acid or a mixture of acetic anhydride and a sulphoxide or (b) when A<SP>1</SP> is hydroxy and especially when B<SP>1</SP> is at the same time hydroxymethyl, lead tetraacetate, perchloric acid, metaperiodic acid, an alkali metal hypochlorite or an alkali metal bismuthate. Starting materials.-1 - p - Chlorobenzoyl - 2- methyl - 5 - methoxy - tryptophane and beta - (1- p - chlorobenzoyl - 2 - methyl - 5 - methoxy - 3 - indolyl)-ethanol are prepared by reacting α-pchlorobenzoyl - (p - methoxyphenyl) - hydrazine hydrochloride with 5-oxo-norleucine and 3-acetyl-1-propanol, respectively. 3-(1-p-Chlorobenzoyl - 2 - methyl - 5 - methoxy - 3 - indolyl)- propane-1,2-diol is prepared by reacting α-pchlorobenzoyl - (p - methoxyphenyl) - hydrazine hydrochloride with 5-hexen-2-one and treating the resulting 1 p - chlorobenzoyl - 2 - methyl - 5- methoxy-3-allyl-indole with osmium tetroxide. 5-Oxo-norleucine is prepared by reacting methyl vinyl ketone with diethyl acetamidomalonate and partially hydrolysing the resulting 1 - acetamido - 1,1 - di - ethoxycarbonylpentan-4-one. |
priorityDate | 1968-04-09-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 53.