Synthesis and alkylation of 1-alkyl(aryl)-4-cyano-3-dicyanomethylene-substituted carbo[c]fused pyridines. Molecular and crystal structure of 2-(4-cyano-1-methyl-5,6,7,8-tetrahydroisoquinolin-3-yl)-2-(2-oxo-2-phenylethyl)malononitrile and 10-amino-8-phenyl-5-(2-chlorophenyl)-1,2,3,4-tetrahydro-7H-pyrido[2′,3′:3,4]cyclopenta[1,2-c]isoquinoline-7,7,9-tricarbonitrile View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2013-07

AUTHORS

I. V. Dyachenko, E. B. Rusanov, A. V. Gutov, M. V. Vovk

ABSTRACT

Condensation of 2-acyl-1-(N-morpholinyl)cycloalkene with malononitrile dimer results in 1-alkyl-(aryl)-4-cyano-3-dicyanomethylene-substituted carbo[c]fused pyridines. Reaction of the latter with alkyl halides affords the corresponding 2-alkyl-2-(3-isoquinolinyl)malononitrile, 1-amino-2-(4-bromobenzoyl)-5-(2-chlorophenyl)-6,7,8,9-tetrahydro-3H-cyclopenta[c]isoquinoline-3,3-dicarbonitrile and 10-amino-8-phenyl-5-(2-chlorophenyl)-1,2,3,4-tetrahydro-7H-pyrido[2′,3′:3,4]cyclopenta[1,2-c]isoquinoline-7,7,9-tricarbonitrile. Structure of the latter and of 2-(1-methyl-4-cyano-5,6,7,8-tetrahydroisoquinolin-3-yl)-2-(2-oxo-2-phenylethyl)-malononitrile was investigated by XRD.

PAGES

1383-1393

References to SciGraph publications

Identifiers

URI

http://scigraph.springernature.com/pub.10.1134/s1070363213070141

DOI

http://dx.doi.org/10.1134/s1070363213070141

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1053147826


Indexing Status Check whether this publication has been indexed by Scopus and Web Of Science using the SN Indexing Status Tool
Incoming Citations Browse incoming citations for this publication using opencitations.net

JSON-LD is the canonical representation for SciGraph data.

TIP: You can open this SciGraph record using an external JSON-LD service: JSON-LD Playground Google SDTT

[
  {
    "@context": "https://springernature.github.io/scigraph/jsonld/sgcontext.json", 
    "about": [
      {
        "id": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/03", 
        "inDefinedTermSet": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/", 
        "name": "Chemical Sciences", 
        "type": "DefinedTerm"
      }, 
      {
        "id": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/0306", 
        "inDefinedTermSet": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/", 
        "name": "Physical Chemistry (incl. Structural)", 
        "type": "DefinedTerm"
      }
    ], 
    "author": [
      {
        "affiliation": {
          "alternateName": "Shevchenko Lugansk National University, ul. Oboronnaya 2, 91011, Lugansk, Ukraine", 
          "id": "http://www.grid.ac/institutes/None", 
          "name": [
            "Shevchenko Lugansk National University, ul. Oboronnaya 2, 91011, Lugansk, Ukraine"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Dyachenko", 
        "givenName": "I. V.", 
        "id": "sg:person.012753060373.77", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.012753060373.77"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev, Ukraine", 
          "id": "http://www.grid.ac/institutes/grid.464621.3", 
          "name": [
            "Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev, Ukraine"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Rusanov", 
        "givenName": "E. B.", 
        "id": "sg:person.01247600537.28", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.01247600537.28"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev, Ukraine", 
          "id": "http://www.grid.ac/institutes/grid.464621.3", 
          "name": [
            "Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev, Ukraine"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Gutov", 
        "givenName": "A. V.", 
        "id": "sg:person.016371360471.55", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.016371360471.55"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev, Ukraine", 
          "id": "http://www.grid.ac/institutes/grid.464621.3", 
          "name": [
            "Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev, Ukraine"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Vovk", 
        "givenName": "M. V.", 
        "id": "sg:person.013407403301.91", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013407403301.91"
        ], 
        "type": "Person"
      }
    ], 
    "citation": [
      {
        "id": "sg:pub.10.1007/bf00912814", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1000676091", 
          "https://doi.org/10.1007/bf00912814"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "sg:pub.10.1007/s007060050308", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1053450163", 
          "https://doi.org/10.1007/s007060050308"
        ], 
        "type": "CreativeWork"
      }
    ], 
    "datePublished": "2013-07", 
    "datePublishedReg": "2013-07-01", 
    "description": "Condensation of 2-acyl-1-(N-morpholinyl)cycloalkene with malononitrile dimer results in 1-alkyl-(aryl)-4-cyano-3-dicyanomethylene-substituted carbo[c]fused pyridines. Reaction of the latter with alkyl halides affords the corresponding 2-alkyl-2-(3-isoquinolinyl)malononitrile, 1-amino-2-(4-bromobenzoyl)-5-(2-chlorophenyl)-6,7,8,9-tetrahydro-3H-cyclopenta[c]isoquinoline-3,3-dicarbonitrile and 10-amino-8-phenyl-5-(2-chlorophenyl)-1,2,3,4-tetrahydro-7H-pyrido[2\u2032,3\u2032:3,4]cyclopenta[1,2-c]isoquinoline-7,7,9-tricarbonitrile. Structure of the latter and of 2-(1-methyl-4-cyano-5,6,7,8-tetrahydroisoquinolin-3-yl)-2-(2-oxo-2-phenylethyl)-malononitrile was investigated by XRD.", 
    "genre": "article", 
    "id": "sg:pub.10.1134/s1070363213070141", 
    "isAccessibleForFree": false, 
    "isPartOf": [
      {
        "id": "sg:journal.1446214", 
        "issn": [
          "1070-3632", 
          "1608-3350"
        ], 
        "name": "Russian Journal of General Chemistry", 
        "publisher": "Pleiades Publishing", 
        "type": "Periodical"
      }, 
      {
        "issueNumber": "7", 
        "type": "PublicationIssue"
      }, 
      {
        "type": "PublicationVolume", 
        "volumeNumber": "83"
      }
    ], 
    "keywords": [
      "oxo-2", 
      "tetrahydro-3H", 
      "tetrahydro-7H", 
      "results", 
      "reaction", 
      "synthesis", 
      "alkyl halides", 
      "crystal structure", 
      "dimer results", 
      "pyridine", 
      "tricarbonitrile", 
      "tetrahydroisoquinolin-3", 
      "alkylation", 
      "structure", 
      "malononitrile", 
      "halides", 
      "dicarbonitrile", 
      "XRD", 
      "condensation"
    ], 
    "name": "Synthesis and alkylation of 1-alkyl(aryl)-4-cyano-3-dicyanomethylene-substituted carbo[c]fused pyridines. Molecular and crystal structure of 2-(4-cyano-1-methyl-5,6,7,8-tetrahydroisoquinolin-3-yl)-2-(2-oxo-2-phenylethyl)malononitrile and 10-amino-8-phenyl-5-(2-chlorophenyl)-1,2,3,4-tetrahydro-7H-pyrido[2\u2032,3\u2032:3,4]cyclopenta[1,2-c]isoquinoline-7,7,9-tricarbonitrile", 
    "pagination": "1383-1393", 
    "productId": [
      {
        "name": "dimensions_id", 
        "type": "PropertyValue", 
        "value": [
          "pub.1053147826"
        ]
      }, 
      {
        "name": "doi", 
        "type": "PropertyValue", 
        "value": [
          "10.1134/s1070363213070141"
        ]
      }
    ], 
    "sameAs": [
      "https://doi.org/10.1134/s1070363213070141", 
      "https://app.dimensions.ai/details/publication/pub.1053147826"
    ], 
    "sdDataset": "articles", 
    "sdDatePublished": "2022-09-02T15:57", 
    "sdLicense": "https://scigraph.springernature.com/explorer/license/", 
    "sdPublisher": {
      "name": "Springer Nature - SN SciGraph project", 
      "type": "Organization"
    }, 
    "sdSource": "s3://com-springernature-scigraph/baseset/20220902/entities/gbq_results/article/article_610.jsonl", 
    "type": "ScholarlyArticle", 
    "url": "https://doi.org/10.1134/s1070363213070141"
  }
]
 

Download the RDF metadata as:  json-ld nt turtle xml License info

HOW TO GET THIS DATA PROGRAMMATICALLY:

JSON-LD is a popular format for linked data which is fully compatible with JSON.

curl -H 'Accept: application/ld+json' 'https://scigraph.springernature.com/pub.10.1134/s1070363213070141'

N-Triples is a line-based linked data format ideal for batch operations.

curl -H 'Accept: application/n-triples' 'https://scigraph.springernature.com/pub.10.1134/s1070363213070141'

Turtle is a human-readable linked data format.

curl -H 'Accept: text/turtle' 'https://scigraph.springernature.com/pub.10.1134/s1070363213070141'

RDF/XML is a standard XML format for linked data.

curl -H 'Accept: application/rdf+xml' 'https://scigraph.springernature.com/pub.10.1134/s1070363213070141'


 

This table displays all metadata directly associated to this object as RDF triples.

108 TRIPLES      21 PREDICATES      46 URIs      36 LITERALS      6 BLANK NODES

Subject Predicate Object
1 sg:pub.10.1134/s1070363213070141 schema:about anzsrc-for:03
2 anzsrc-for:0306
3 schema:author N54ceb8e8d5fd44789c536e2f56c32501
4 schema:citation sg:pub.10.1007/bf00912814
5 sg:pub.10.1007/s007060050308
6 schema:datePublished 2013-07
7 schema:datePublishedReg 2013-07-01
8 schema:description Condensation of 2-acyl-1-(N-morpholinyl)cycloalkene with malononitrile dimer results in 1-alkyl-(aryl)-4-cyano-3-dicyanomethylene-substituted carbo[c]fused pyridines. Reaction of the latter with alkyl halides affords the corresponding 2-alkyl-2-(3-isoquinolinyl)malononitrile, 1-amino-2-(4-bromobenzoyl)-5-(2-chlorophenyl)-6,7,8,9-tetrahydro-3H-cyclopenta[c]isoquinoline-3,3-dicarbonitrile and 10-amino-8-phenyl-5-(2-chlorophenyl)-1,2,3,4-tetrahydro-7H-pyrido[2′,3′:3,4]cyclopenta[1,2-c]isoquinoline-7,7,9-tricarbonitrile. Structure of the latter and of 2-(1-methyl-4-cyano-5,6,7,8-tetrahydroisoquinolin-3-yl)-2-(2-oxo-2-phenylethyl)-malononitrile was investigated by XRD.
9 schema:genre article
10 schema:isAccessibleForFree false
11 schema:isPartOf N3010746e904f4e63a66ad85101da4d03
12 Nc9c88b0adfc84fdabc7a86591cb697bf
13 sg:journal.1446214
14 schema:keywords XRD
15 alkyl halides
16 alkylation
17 condensation
18 crystal structure
19 dicarbonitrile
20 dimer results
21 halides
22 malononitrile
23 oxo-2
24 pyridine
25 reaction
26 results
27 structure
28 synthesis
29 tetrahydro-3H
30 tetrahydro-7H
31 tetrahydroisoquinolin-3
32 tricarbonitrile
33 schema:name Synthesis and alkylation of 1-alkyl(aryl)-4-cyano-3-dicyanomethylene-substituted carbo[c]fused pyridines. Molecular and crystal structure of 2-(4-cyano-1-methyl-5,6,7,8-tetrahydroisoquinolin-3-yl)-2-(2-oxo-2-phenylethyl)malononitrile and 10-amino-8-phenyl-5-(2-chlorophenyl)-1,2,3,4-tetrahydro-7H-pyrido[2′,3′:3,4]cyclopenta[1,2-c]isoquinoline-7,7,9-tricarbonitrile
34 schema:pagination 1383-1393
35 schema:productId N2138e1fcd7534834a4a54149a24049b2
36 Nf7022e48da154e95a795de49fc692111
37 schema:sameAs https://app.dimensions.ai/details/publication/pub.1053147826
38 https://doi.org/10.1134/s1070363213070141
39 schema:sdDatePublished 2022-09-02T15:57
40 schema:sdLicense https://scigraph.springernature.com/explorer/license/
41 schema:sdPublisher N71668027ebe44c10852447283c8fc4cc
42 schema:url https://doi.org/10.1134/s1070363213070141
43 sgo:license sg:explorer/license/
44 sgo:sdDataset articles
45 rdf:type schema:ScholarlyArticle
46 N1156d25bc9fa4bbab20d1d2fa827d770 rdf:first sg:person.01247600537.28
47 rdf:rest N8e4a6fd59a31466e8ab34a3c10cb6a07
48 N2138e1fcd7534834a4a54149a24049b2 schema:name dimensions_id
49 schema:value pub.1053147826
50 rdf:type schema:PropertyValue
51 N3010746e904f4e63a66ad85101da4d03 schema:volumeNumber 83
52 rdf:type schema:PublicationVolume
53 N54ceb8e8d5fd44789c536e2f56c32501 rdf:first sg:person.012753060373.77
54 rdf:rest N1156d25bc9fa4bbab20d1d2fa827d770
55 N71668027ebe44c10852447283c8fc4cc schema:name Springer Nature - SN SciGraph project
56 rdf:type schema:Organization
57 N8e4a6fd59a31466e8ab34a3c10cb6a07 rdf:first sg:person.016371360471.55
58 rdf:rest Nf5b74272dc494262a7bc6f3d9b90ac07
59 Nc9c88b0adfc84fdabc7a86591cb697bf schema:issueNumber 7
60 rdf:type schema:PublicationIssue
61 Nf5b74272dc494262a7bc6f3d9b90ac07 rdf:first sg:person.013407403301.91
62 rdf:rest rdf:nil
63 Nf7022e48da154e95a795de49fc692111 schema:name doi
64 schema:value 10.1134/s1070363213070141
65 rdf:type schema:PropertyValue
66 anzsrc-for:03 schema:inDefinedTermSet anzsrc-for:
67 schema:name Chemical Sciences
68 rdf:type schema:DefinedTerm
69 anzsrc-for:0306 schema:inDefinedTermSet anzsrc-for:
70 schema:name Physical Chemistry (incl. Structural)
71 rdf:type schema:DefinedTerm
72 sg:journal.1446214 schema:issn 1070-3632
73 1608-3350
74 schema:name Russian Journal of General Chemistry
75 schema:publisher Pleiades Publishing
76 rdf:type schema:Periodical
77 sg:person.01247600537.28 schema:affiliation grid-institutes:grid.464621.3
78 schema:familyName Rusanov
79 schema:givenName E. B.
80 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.01247600537.28
81 rdf:type schema:Person
82 sg:person.012753060373.77 schema:affiliation grid-institutes:None
83 schema:familyName Dyachenko
84 schema:givenName I. V.
85 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.012753060373.77
86 rdf:type schema:Person
87 sg:person.013407403301.91 schema:affiliation grid-institutes:grid.464621.3
88 schema:familyName Vovk
89 schema:givenName M. V.
90 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013407403301.91
91 rdf:type schema:Person
92 sg:person.016371360471.55 schema:affiliation grid-institutes:grid.464621.3
93 schema:familyName Gutov
94 schema:givenName A. V.
95 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.016371360471.55
96 rdf:type schema:Person
97 sg:pub.10.1007/bf00912814 schema:sameAs https://app.dimensions.ai/details/publication/pub.1000676091
98 https://doi.org/10.1007/bf00912814
99 rdf:type schema:CreativeWork
100 sg:pub.10.1007/s007060050308 schema:sameAs https://app.dimensions.ai/details/publication/pub.1053450163
101 https://doi.org/10.1007/s007060050308
102 rdf:type schema:CreativeWork
103 grid-institutes:None schema:alternateName Shevchenko Lugansk National University, ul. Oboronnaya 2, 91011, Lugansk, Ukraine
104 schema:name Shevchenko Lugansk National University, ul. Oboronnaya 2, 91011, Lugansk, Ukraine
105 rdf:type schema:Organization
106 grid-institutes:grid.464621.3 schema:alternateName Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev, Ukraine
107 schema:name Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev, Ukraine
108 rdf:type schema:Organization
 




Preview window. Press ESC to close (or click here)


...