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Chemical Structure| 142-71-2
Chemical Structure| 142-71-2
Structure of 142-71-2 * Storage: {[proInfo.prStorage]}
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Product Details of [ 142-71-2 ]

CAS No. :142-71-2 MDL No. :MFCD00008690
Formula : C4H6CuO4 Boiling Point : -
Linear Structure Formula :- InChI Key :OPQARKPSCNTWTJ-UHFFFAOYSA-L
M.W : 181.63 Pubchem ID :8895
Synonyms :

Safety of [ 142-71-2 ]

Signal Word:Danger Class:8
Precautionary Statements:P260-P264-P270-P273-P280-P301+P312+P330-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338+P310-P363-P391-P405-P501 UN#:1759
Hazard Statements:H302-H314-H400-H411 Packing Group:
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Application In Synthesis of [ 142-71-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 142-71-2 ]
  • Downstream synthetic route of [ 142-71-2 ]

[ 142-71-2 ] Synthesis Path-Upstream   1~23

  • 1
  • [ 142-71-2 ]
  • [ 68683-04-5 ]
  • [ 7787-70-4 ]
  • [ 10200-43-8 ]
Reference: [1] Patent: US6306864, 2001, B1,
  • 2
  • [ 142-71-2 ]
  • [ 106-47-8 ]
  • [ 64-19-7 ]
  • [ 63069-48-7 ]
  • [ 88149-53-5 ]
  • [ 116035-66-6 ]
YieldReaction ConditionsOperation in experiment
35% at 120℃; for 12.5 h; A typical procedure was followed for one-pot synthesis of substituted 2-iodoaniline and 2-iodoacetanilide from substituted aniline. A mixture of 5 g of substituted aniline 1–6 shown inTable 1, granulated iodine (1 mol. equiv.) and copper(II) acetate(1 mol. equiv.) were stirred in 50 mL of glacial acetic for 30 min.The reaction mixture was refluxed for 12 h with constant stirring at 120 C. Then the reaction mixture was allowed to cool at room temperature. The precipitate of copper(I) iodide was removed byfiltration and the filtrate was poured into water and extracted with chloroform (3 50 mL). The combined chloroform extracts were washed with sodium hydrogen carbonate solution, sodium thiosulfate solution, distilled water and dried with anhydrous sodium sulfate.A crude semi-solid mass was obtained after removal of solvent. The crude product was purified by column chromatographyon silica gel using n-hexane/ethyl acetate as eluant (4:1) and compounds 7–24 were isolated.
Reference: [1] Journal of Molecular Structure, 2013, vol. 1054-1055, p. 367 - 374
  • 3
  • [ 60555-93-3 ]
  • [ 7732-18-5 ]
  • [ 142-71-2 ]
  • [ 127-09-3 ]
  • [ 1521-38-6 ]
Reference: [1] Journal of the Chemical Society, 1933, p. 1621,1623[2] Yakugaku Zasshi, 1934, vol. 54, p. 295,300[3] Chem.Abstr., 1935, p. 160
  • 4
  • [ 142-71-2 ]
  • [ 106-49-0 ]
  • [ 64-19-7 ]
  • [ 64662-57-3 ]
  • [ 29289-13-2 ]
  • [ 29289-16-5 ]
YieldReaction ConditionsOperation in experiment
30% at 120℃; for 12.5 h; A typical procedure was followed for one-pot synthesis of substituted 2-iodoaniline and 2-iodoacetanilide from substituted aniline. A mixture of 5 g of substituted aniline 1–6 shown inTable 1, granulated iodine (1 mol. equiv.) and copper(II) acetate(1 mol. equiv.) were stirred in 50 mL of glacial acetic for 30 min.The reaction mixture was refluxed for 12 h with constant stirring at 120 C. Then the reaction mixture was allowed to cool at room temperature. The precipitate of copper(I) iodide was removed byfiltration and the filtrate was poured into water and extracted with chloroform (3 50 mL). The combined chloroform extracts were washed with sodium hydrogen carbonate solution, sodium thiosulfate solution, distilled water and dried with anhydrous sodium sulfate.A crude semi-solid mass was obtained after removal of solvent. The crude product was purified by column chromatographyon silica gel using n-hexane/ethyl acetate as eluant (4:1) and compounds 7–24 were isolated.
Reference: [1] Journal of Molecular Structure, 2013, vol. 1054-1055, p. 367 - 374
  • 5
  • [ 1216902-39-4 ]
  • [ 142-71-2 ]
  • [ 399-31-5 ]
YieldReaction ConditionsOperation in experiment
53% With carbon monoxide; palladium diacetate In acetonitrile at 60℃; General procedure: To a screw-cap reaction tube was added symmetrical N,N′-disubstituted guanidines 1a (0.2 mmol), Pd(OAc)2 (5 molpercent, 2.2 mg), Cu(OAc)2 (0.2 mmol, 36.3 mg). The reaction tube was evacuated and back-filled with CO (three times, balloon). MeCN (2mL) was added using a syringe and the mixture was heated to the desired temperature with use of an oil bath. When the reaction was completed (detected by TLC), the mixture was cooled to room temperature and vented to discharge the excess CO. The solvent was concentrated by evaporation in vacuo. The residue was purified by flash column chromatography on silica gel to afford the desired product amides 2a with petroleum ether/ethyl acetate as the eluent.
Reference: [1] Tetrahedron, 2015, vol. 71, # 11, p. 1684 - 1693
  • 6
  • [ 142-71-2 ]
  • [ 399-31-5 ]
  • [ 103-84-4 ]
Reference: [1] Tetrahedron, 2015, vol. 71, # 11, p. 1684 - 1693
  • 7
  • [ 142-71-2 ]
  • [ 64-19-7 ]
  • [ 100-01-6 ]
  • [ 6293-83-0 ]
  • [ 5398-27-6 ]
  • [ 19591-18-5 ]
YieldReaction ConditionsOperation in experiment
38% at 120℃; for 12.5 h; A typical procedure was followed for one-pot synthesis of substituted 2-iodoaniline and 2-iodoacetanilide from substituted aniline. A mixture of 5 g of substituted aniline 1–6 shown inTable 1, granulated iodine (1 mol. equiv.) and copper(II) acetate(1 mol. equiv.) were stirred in 50 mL of glacial acetic for 30 min.The reaction mixture was refluxed for 12 h with constant stirring at 120 C. Then the reaction mixture was allowed to cool at room temperature. The precipitate of copper(I) iodide was removed byfiltration and the filtrate was poured into water and extracted with chloroform (3 50 mL). The combined chloroform extracts were washed with sodium hydrogen carbonate solution, sodium thiosulfate solution, distilled water and dried with anhydrous sodium sulfate.A crude semi-solid mass was obtained after removal of solvent. The crude product was purified by column chromatographyon silica gel using n-hexane/ethyl acetate as eluant (4:1) and compounds 7–24 were isolated.
Reference: [1] Journal of Molecular Structure, 2013, vol. 1054-1055, p. 367 - 374
  • 8
  • [ 142-71-2 ]
  • [ 64-19-7 ]
  • [ 108-44-1 ]
  • [ 13194-69-9 ]
  • [ 52164-28-0 ]
YieldReaction ConditionsOperation in experiment
35% at 120℃; for 12.5 h; A typical procedure was followed for one-pot synthesis of substituted 2-iodoaniline and 2-iodoacetanilide from substituted aniline. A mixture of 5 g of substituted aniline 1–6 shown inTable 1, granulated iodine (1 mol. equiv.) and copper(II) acetate(1 mol. equiv.) were stirred in 50 mL of glacial acetic for 30 min.The reaction mixture was refluxed for 12 h with constant stirring at 120 C. Then the reaction mixture was allowed to cool at room temperature. The precipitate of copper(I) iodide was removed byfiltration and the filtrate was poured into water and extracted with chloroform (3 50 mL). The combined chloroform extracts were washed with sodium hydrogen carbonate solution, sodium thiosulfate solution, distilled water and dried with anhydrous sodium sulfate.A crude semi-solid mass was obtained after removal of solvent. The crude product was purified by column chromatographyon silica gel using n-hexane/ethyl acetate as eluant (4:1) and compounds 7–24 were isolated.
Reference: [1] Journal of Molecular Structure, 2013, vol. 1054-1055, p. 367 - 374
  • 9
  • [ 142-71-2 ]
  • [ 64-19-7 ]
  • [ 108-42-9 ]
  • [ 6828-35-9 ]
  • [ 14091-36-2 ]
YieldReaction ConditionsOperation in experiment
30% at 120℃; for 12.5 h; A typical procedure was followed for one-pot synthesis of substituted 2-iodoaniline and 2-iodoacetanilide from substituted aniline. A mixture of 5 g of substituted aniline 1–6 shown inTable 1, granulated iodine (1 mol. equiv.) and copper(II) acetate(1 mol. equiv.) were stirred in 50 mL of glacial acetic for 30 min.The reaction mixture was refluxed for 12 h with constant stirring at 120 C. Then the reaction mixture was allowed to cool at room temperature. The precipitate of copper(I) iodide was removed byfiltration and the filtrate was poured into water and extracted with chloroform (3 50 mL). The combined chloroform extracts were washed with sodium hydrogen carbonate solution, sodium thiosulfate solution, distilled water and dried with anhydrous sodium sulfate.A crude semi-solid mass was obtained after removal of solvent. The crude product was purified by column chromatographyon silica gel using n-hexane/ethyl acetate as eluant (4:1) and compounds 7–24 were isolated.
Reference: [1] Journal of Molecular Structure, 2013, vol. 1054-1055, p. 367 - 374
  • 10
  • [ 142-71-2 ]
  • [ 598-54-9 ]
Reference: [1] Ber. Wien. Akad., 1911, vol. 120, # II b, p. 1117 - 1133
[2] , Gmelin Handbook: Cu: MVol.B2, 26, page 676 - 679,
[3] Transactions of the Faraday Society, 1938, vol. 34, p. 1183,1188
[4] Ber. Wien. Akad., 1911, vol. 120, # II b, p. 1117 - 1133
[5] Journal of the Society of Chemical Industry, London, [6] Journal of the Society of Chemical Industry, London, 1947, vol. 66, p. 346 - 353
[7] , Gmelin Handbook: Cu: MVol.B2, 26, page 676 - 679,
[8] , Gmelin Handbook: Cu: MVol.B2, 27, page 679 - 681,
[9] European Journal of Inorganic Chemistry, 2013, # 27, p. 4727 - 4731
  • 11
  • [ 142-71-2 ]
  • [ 598-54-9 ]
Reference: [1] Polyhedron, [2] Polyhedron, 1985, vol. 4, p. 1745 - 1746
  • 12
  • [ 142-71-2 ]
  • [ 64-19-7 ]
  • [ 598-54-9 ]
Reference: [1] Bulletin de la Societe Chimique de France, [2] Bulletin de la Societe Chimique de France, 1939, vol. 6, p. 1270 - 1271
[3] , Gmelin Handbook: Cu: MVol.B2, 26, page 676 - 679,
[4] Z. phys. Ch., 1909, vol. 69, p. 512 - 522
[5] , Gmelin Handbook: Cu: MVol.B2, 26, page 676 - 679,
  • 13
  • [ 142-71-2 ]
  • [ 64-19-7 ]
  • [ 598-54-9 ]
Reference: [1] Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, [2] Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1903, vol. 136, p. 504 - 506
[3] , Gmelin Handbook: Cu: MVol.B2, 26, page 676 - 679,
  • 14
  • [ 142-71-2 ]
  • [ 12775-96-1 ]
  • [ 598-54-9 ]
Reference: [1] Journal of Physical Chemistry, 1983, vol. 87, # 23, p. 4681 - 4686
[2] Organic and biomolecular chemistry, 2003, vol. 1, # 18, p. 3232 - 3237
  • 15
  • [ 142-71-2 ]
  • [ 64-19-7 ]
  • [ 598-54-9 ]
Reference: [1] Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, [2] Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1903, vol. 136, p. 504 - 506
[3] , Gmelin Handbook: Cu: MVol.B2, 26, page 676 - 679,
  • 16
  • [ 142-71-2 ]
  • [ 598-54-9 ]
Reference: [1] Journal of the Chemical Society, [2] Journal of the Chemical Society, 1965, p. 899 - 907
[3] Journal of the Chemical Society, [4] Journal of the Chemical Society, 1965, p. 899 - 907
[5] , Gmelin Handbook: B: B-Verb.3, 6.5.1, page 117 - 129,
[6] , Gmelin Handbook: B: B-Verb.3, 6.5.1, page 117 - 129,
  • 17
  • [ 142-71-2 ]
  • [ 594-10-5 ]
  • [ 598-54-9 ]
Reference: [1] Russian Journal of General Chemistry, 1996, vol. 66, # 7, p. 1109 - 1112
  • 18
  • [ 142-71-2 ]
  • [ 57-11-4 ]
  • [ 660-60-6 ]
Reference: [1] Dalton Transactions, 2014, vol. 43, # 30, p. 11624 - 11636
[2] Journal of Molecular Catalysis A: Chemical, 1998, vol. 136, # 1, p. 1 - 11
[3] Industrial and Engineering Chemistry, [4] Industrial and Engineering Chemistry, 1939, vol. 31, p. 307 - 317
[5] , Gmelin Handbook: Cu: MVol.B2, 44, page 715 - 717,
[6] CrystEngComm, 2013, vol. 15, # 48, p. 10495 - 10499
  • 19
  • [ 142-71-2 ]
  • [ 123-54-6 ]
  • [ 13395-16-9 ]
Reference: [1] Nippon Kagaku Kaishi (Journal of the Chemical Society of Japan), 1992, p. 619 - 626
[2] Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1887, vol. 105, p. 869
[3] Chemische Berichte, 1889, vol. 22, p. 1010
  • 20
  • [ 142-71-2 ]
  • [ 146-75-8 ]
  • [ 622-79-7 ]
  • [ 149990-27-2 ]
Reference: [1] Patent: US2014/171403, 2014, A1, . Location in patent: Page/Page column
  • 21
  • [ 142-71-2 ]
  • [ 179898-34-1 ]
Reference: [1] Patent: US6391907, 2002, B1,
[2] Patent: US6462032, 2002, B1,
  • 22
  • [ 5720-05-8 ]
  • [ 142-71-2 ]
  • [ 285983-48-4 ]
YieldReaction ConditionsOperation in experiment
50% With pyridine In dichloromethane Example 2
Synthesis of 1-(5-tert-Butyl-2-p-tolyl-2H-pyrazol-3-yl)-3-[4-(2-morpholin-4-yl-ethoxy)-naphthalen-1-yl]-urea:
The title compound was prepared as described in the final step of Example 1 from 1-(5-tert-butyl-2H-pyrazol-3-yl)-3-[4-(2-morpholin-4-yl-ethoxy)-naphthalen-1-yl]-urea (0.022 g, 0.050 mmol), and p-tolylboronic acid (0.014 g, 0.1 mmol), using copper (II) acetate (0.014 g, 0.075 mmol), pyridine (0.01 mL, 0.1 mmol), molecular sieves (4 Å activated, 0.030 g) and methylene chloride (2 mL).
The title compound was obtained as a yellow-white solid (0.013 g, 50percent), mp 144 -146° C; 1H NMR (DMSO) 1.26(s, 9H), 2.36(s, 3H), 2.53(t, 4H) 2.82(t, 2H), 3.52(t, 4H), 4.23(t, 2H), 6.32(s, 1H), 6.94(d, 1H), 7.33(d, 1H), 7.42(d, 1H), 7.54(m, 3H), 7.90(d, 1H), 8.15(d, 1H), 8.18(d, 1H) 8.82(s, 1H), 8.96(s, 1H); MS (CI) 528(M++H).
Reference: [1] Patent: US2002/123631, 2002, A1,
  • 23
  • [ 148-24-3 ]
  • [ 142-71-2 ]
  • [ 10380-28-6 ]
Reference: [1] Kinetics and Catalysis, 1985, vol. 26, p. 50 - 57[2] Kinetika i Kataliz, 1985, vol. 26, p. 61 - 68
[3] Gazzetta Chimica Italiana, 1923, vol. 53, p. 605 - 616
[4] Monatshefte fuer Chemie, [5] Monatshefte fuer Chemie, 1882, vol. 3, p. 531 - 569
[6] Gmelin Handbuch, Gmelin Handbook: Cu: MVol.B4, 116, page 1696 - 1699,
[7] Indian Journal of Chemistry, Section A: Inorganic, Bio-inorganic, Physical, Theoretical & Analytical Chemistry, 1990, vol. 29, # 5, p. 454 - 457
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