Query 1. Query
Query
Results
Date
IDE.XRN=1731909
29 reactions in Reaxys
2016-06-02 16h:47m:48s (EST)
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Cl
O
H N
O
H N N H
N H
Cl
O
Rx-ID: 3450431 View in Reaxys 1/29 Yield
Conditions & References
76 %
With tin(IV) chloride, trichlorophosphate in diethyl ether, 1.) cooling, 2.) room temperature, 1 h Bauer, Victor J.; Clive, Derrick L.J.; Dolphin, David; Paine, John B.; Harris, Francis L.; et al.; Journal of the American Chemical Society; vol. 105; nb. 21; (1983); p. 6429 - 6436 View in Reaxys O
O Cl
O
O Cl
O
H
O
O
O
Rx-ID: 1908560 View in Reaxys 2/29 Yield
Conditions & References
93 %
With aluminium trichloride in various solvent(s), Time= 2h, T= 0 °C Tregub, N. G.; Knyazev, A. P.; Mezheritskii, V. V.; Journal of Organic Chemistry USSR (English Translation); vol. 26; nb. 1.2; (1990); p. 143 - 146; Zhurnal Organicheskoi Khimii; vol. 26; nb. 1; (1990); p. 168 - 172 View in Reaxys O
Cl
O
O
O Cl
N S
N S
S
S
Rx-ID: 28386473 View in Reaxys 3/29 Yield
Conditions & References
45.7 %
With titanium tetrachloride in dichloromethane, Time= 0.583333h, T= 10 - 12 °C , Rieche type formylation Belen'kii; Gromova; Smirnov; Chemistry of Heterocyclic Compounds; vol. 44; nb. 9; (2008); p. 1092 - 1100 View in Reaxys OH
OH Cl
O Cl OH
OH
O
Rx-ID: 1908558 View in Reaxys 4/29 Yield
Conditions & References
42.6 %
With aluminium trichloride in various solvent(s), Time= 2h, T= 0 °C Tregub, N. G.; Knyazev, A. P.; Mezheritskii, V. V.; Journal of Organic Chemistry USSR (English Translation); vol. 26; nb. 1.2; (1990); p. 143 - 146; Zhurnal Organicheskoi Khimii; vol. 26; nb. 1; (1990); p. 168 - 172 View in Reaxys
O Cl
O
O
O Cl
O
O
O
Rx-ID: 1908559 View in Reaxys 5/29
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Yield
Conditions & References
41 %
With aluminium trichloride in various solvent(s), Time= 2h, T= 0 °C Tregub, N. G.; Knyazev, A. P.; Mezheritskii, V. V.; Journal of Organic Chemistry USSR (English Translation); vol. 26; nb. 1.2; (1990); p. 143 - 146; Zhurnal Organicheskoi Khimii; vol. 26; nb. 1; (1990); p. 168 - 172 View in Reaxys O
N Cl
N
O
S N
S
Cl
N
Rx-ID: 11103769 View in Reaxys 6/29 Yield
Conditions & References
94 %
With aluminium trichloride in 1,2-dichloro-ethane Zavarzin; Smirnova; Yarovenko; Krayushkin; Russian Journal of Organic Chemistry; vol. 43; nb. 5; (2007); p. 753 - 757 View in Reaxys
OH Cl
O
O Cl
O O
Rx-ID: 27967865 View in Reaxys 7/29 Yield
Conditions & References
29 %
With aluminium trichloride in tetrachloroethane, 1,1,2,2-, T= 20 °C Bezuglov; Minyaeva; Mezheritskii; Russian Journal of Organic Chemistry; vol. 44; nb. 3; (2008); p. 353 - 357 View in Reaxys
OH Cl
OH
O
O
O
O
Cl
O
Rx-ID: 27967866 View in Reaxys 8/29 Yield
Conditions & References
36 %, 14 %
Stage 1: With aluminium trichloride in tetrachloroethane, 1,1,2,2-, T= 20 °C Stage 2: With sodium methylate in methanol, Time= 0.5h, T= 20 °C , Further stages. Bezuglov; Minyaeva; Mezheritskii; Russian Journal of Organic Chemistry; vol. 44; nb. 3; (2008); p. 353 - 357 View in Reaxys
O Cl
O OH N
O Cl
NH O
O
Rx-ID: 1908561 View in Reaxys 9/29 Yield 59 %
Conditions & References With aluminium trichloride in various solvent(s), Time= 24h, Ambient temperature
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Mezheritskii, V. V.; Minyaeva, L. G.; Journal of Organic Chemistry USSR (English Translation); vol. 22; nb. 11; (1986); p. 2150 - 2153; Zhurnal Organicheskoi Khimii; vol. 22; nb. 11; (1986); p. 2394 - 2398 View in Reaxys
O Cl
O
O Cl
N
N
O
O
O
Rx-ID: 1908562 View in Reaxys 10/29 Yield
Conditions & References
60 %
With aluminium trichloride in various solvent(s), Time= 24h, Ambient temperature Mezheritskii, V. V.; Minyaeva, L. G.; Journal of Organic Chemistry USSR (English Translation); vol. 22; nb. 11; (1986); p. 2150 - 2153; Zhurnal Organicheskoi Khimii; vol. 22; nb. 11; (1986); p. 2394 - 2398 View in Reaxys
O
Cl
O
O
Cl
O
OH
O
O
Rx-ID: 9872788 View in Reaxys 11/29 Yield
Conditions & References
54 %
With aluminium trichloride in tetrachloroethane, 1,1,2,2-, Time= 4h Tyurin; Antonov; Minyaeva; Mezheritskii; Russian Journal of Organic Chemistry; vol. 41; nb. 2; (2005); p. 227 232 View in Reaxys O
S
Br
Cl
S
O Cl
Br
Br
Br
Rx-ID: 3944076 View in Reaxys 12/29 Yield
Conditions & References
89 %
With titanium tetrachloride Gromova, G. P.; Belen'kii, L. I.; Krayushkin, M. M.; Chemistry of Heterocyclic Compounds (New York, NY, United States); vol. 29; nb. 8; (1993); p. 889 - 891; Khimiya Geterotsiklicheskikh Soedinenii; nb. 8; (1993); p. 1046 - 1048 View in Reaxys
O
O
O
Cl
O
O O
Cl
O
OH
O
O
Rx-ID: 9872789 View in Reaxys 13/29 Yield 35 %
Conditions & References With aluminium trichloride in tetrachloroethane, 1,1,2,2-
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Tyurin; Antonov; Minyaeva; Mezheritskii; Russian Journal of Organic Chemistry; vol. 41; nb. 2; (2005); p. 227 232 View in Reaxys
Cl
Cl
O
O
Cl
E
O
Cl
Rx-ID: 1908563 View in Reaxys 14/29 Yield
Conditions & References
15 %
With sodium hydroxide, N-benzyl-N,N,N-triethylammonium chloride in dichloromethane, Time= 48h, Ambient temperature Ruecker, Christoph; Chemische Berichte; vol. 118; nb. 5; (1985); p. 2137 - 2139 View in Reaxys
(v5)(v5) (v5)H H (v5) C –H H (v4) 2+ (v10) Fe
H
Cl
(v5)
O
(v10)
Cl
(v5) H – H CH H (v5)(v5) H (v4)
(v5) (v5)
(v5)
(v5) (v5)
(v5)
CH –
(v4)
Fe 2+ O
– (v5)C (v5)(v4)
Rx-ID: 26172678 View in Reaxys 15/29 Yield
Conditions & References
72 %
in dichloromethane, presence of AlCl3, Cl2CHOC2H5 excess, 0°C; Pauson, P. L.; Watts, W. E.; Journal of the Chemical Society; (1962); p. 3880 - 3886 View in Reaxys vol. Fe: Org.Verb.A1; 2.5.7.7, page 161 - 162 ; (from Gmelin) View in Reaxys
O
O
O
O Cl
O
O
O Cl
O
OH O
O
Rx-ID: 9872790 View in Reaxys 16/29 Yield
Conditions & References
24 %
With aluminium trichloride in tetrachloroethane, 1,1,2,2Tyurin; Antonov; Minyaeva; Mezheritskii; Russian Journal of Organic Chemistry; vol. 41; nb. 2; (2005); p. 227 232 View in Reaxys Cl
O
O
O Cl
Rx-ID: 28386489 View in Reaxys 17/29 Yield
Conditions & References With phosphorus pentachloride in dichloromethane Belen'kii; Gromova; Smirnov; Chemistry of Heterocyclic Compounds; vol. 44; nb. 9; (2008); p. 1092 - 1100 View in Reaxys
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Cl
O
O
Cl
Cl Cl
Rx-ID: 3781418 View in Reaxys 18/29 Yield
Conditions & References With tin(IV) chloride, T= 0 °C Duschek, Ch.; Zeitschrift fuer Chemie (Stuttgart, Germany); vol. 21; nb. 3; (1981); p. 116 View in Reaxys
O Cl
O
OH
O Cl
O
H
O
O
OH
Rx-ID: 33176150 View in Reaxys 19/29 Yield
Conditions & References Stage 1: With AlCl3, aluminium chloride, trichlorophosphate Stage 2: With AlCl3, aluminium chloride in tetrachloroethane, 1,1,2,2-, Heating Mezheritskii; Korobov; Golyanskaya; Omelichkin; Minyaeva; Borodkin; Milov; Tsukanov; Dubonosov; Russian Journal of Organic Chemistry; vol. 48; nb. 2; (2012); p. 241 - 248 View in Reaxys
Cl
O
O Cl
Cl
Cl
Rx-ID: 3781417 View in Reaxys 20/29 Yield
Conditions & References With tin(IV) chloride, T= 0 °C Duschek, Ch.; Zeitschrift fuer Chemie (Stuttgart, Germany); vol. 21; nb. 3; (1981); p. 116 View in Reaxys
Z
N
NH Cl
Z HN
O Cl
iron (III)-complex of pyrroporphyrin-methyl ester
Z
O
Z
N
O O
Rx-ID: 5584912 View in Reaxys 21/29 Yield
Conditions & References With tin(IV) chloride, nachfolgendes Behandeln mit mit H2O und mit konz.H2SO4 Fischer; Schwarz; Justus Liebigs Annalen der Chemie; vol. 512; (1934); p. 239,241,246 View in Reaxys
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Z NH Cl
O
iron (III)-complex of isochloroporphyrin-e4-dimethyl ester
Cl
N
Z
Z N
HN
O O
O
OH O
Rx-ID: 5699831 View in Reaxys 22/29 Yield
Conditions & References With tin tetrabromide, anschliessend Behandeln mit konz.H2SO4 Fischer; Kellermann; Justus Liebigs Annalen der Chemie; vol. 524; (1936); p. 25,28 View in Reaxys
Z NH Cl
N
O
Z
iron (III)-complex of mesoisochlorin-e4-dimethyl ester
Cl
Z N
HN
O O
O
O
OH
Rx-ID: 5700028 View in Reaxys 23/29 Yield
Conditions & References With tin tetrabromide, Behandeln mit Eisen(II)acetat und wss.HCl und mit Diazomethan Fischer; Gerner; Justus Liebigs Annalen der Chemie; vol. 559; (1948); p. 77,79, 80, 87 View in Reaxys
Cl
O
Cl
O
Cl
O
O Cl
Rx-ID: 825255 View in Reaxys 24/29 Yield
Conditions & References With mercury dichloride Laato; Suomen Kemistilehti B; vol. 32; (1959); p. 65; ; nb. 49; (1961); p. 35 View in Reaxys O
Z Cl
O
O Cl
iron-complex of phylloporphyrin-methyl ester
Z NH N
O
N Z
Z NH
Rx-ID: 5585500 View in Reaxys 25/29 Yield
Conditions & References nachfolgendes Behandeln mit POCl3 und SnCl4,mit konz.H2SO4 und mit Diazomethan Fischer; Schwarz; Justus Liebigs Annalen der Chemie; vol. 512; (1934); p. 239,241,246 View in Reaxys nachfolgendes Behandeln mit POCl3 und SnBr4,mit konz.H2SO4 und mit Diazomethan
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Fischer et al.; Justus Liebigs Annalen der Chemie; vol. 523; (1936); p. 164,171,172,188 View in Reaxys
O O Cl
O
iron (III)-complex of 3-deethylrhodoporphyrin-dimethyl ester
Cl
Z NH
Z
N O O
Z
N Z
HN O
Rx-ID: 5698899 View in Reaxys 26/29 Yield
Conditions & References anschliessend mit Diazomethan Fischer; Krauss; Justus Liebigs Annalen der Chemie; vol. 521; (1936); p. 261,279, 284 View in Reaxys
Cl Cl
Cl
PCl Cl
O
Cl
O
O Cl
Rx-ID: 5804084 View in Reaxys 27/29 Yield
Conditions & References Fischer; Schwarz; Justus Liebigs Annalen der Chemie; vol. 512; (1934); p. 239,241,246 View in Reaxys Fischer; Wecker; Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie; vol. 272; (1942); p. 1,11, 18 View in Reaxys Cl
O Cl
Rx-ID: 6948405 View in Reaxys 28/29 Yield
Conditions & References
58%
8 : EXAMPLE 8 Ethyl 1,1-dichloromethyl ether is thus obtained in a 58percent yield. Patent; Societe Nationale des Poudres et Explosifs; US5672770; (1997); (A1) English View in Reaxys HCOOEt, PCl5 Repic; Journal of Organic Chemistry; vol. 36; (1971); p. 3824 View in Reaxys 2-Aethoxy-<1,3>benzdioxol, /BRN= 743959/ (100grad) Patent; Dt. Akad. Wiss.; DE1443704; (1969); ; vol. 72; nb. 54358; (1970) View in Reaxys Patent; Deutsche Akademie d. Wissenschaften zu Berlin; GB1005647; (1963); ; vol. 64; nb. 1954h; (1966) View in Reaxys
Cl
O Cl
Rx-ID: 6755554 View in Reaxys 29/29 Yield
Conditions & References Rk. mit Aziridin (NaOH in Ether) -> Bis-aziridino-ethoxy-methan Funke; Justus Liebigs Annalen der Chemie; vol. 725; (1969); p. 15 View in Reaxys
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