Summary.
A superior method of synthesis of 2-substituted benzimidazoles by means of the heterogeneous catalysis of synthetic and natural zeolites in the reaction of 1,2-diaminobenzene with acid chlorides is described.
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References
MR Grimmett (1999) J Chem Educ 76 1345
SS Parmar RS Misra A Chaudhari TK Gupta (1972) J Pharm Sci 61 1322 Occurrence Handle1:CAS:528:DyaE38XltVWntL4%3D
M Winn J Kyncl (1978) US 4 093 726 Chem Abstr 99 197600n
JB Cheng K Cooper AJF Duplantier KG Karaus SC Marshall A Marfat H Masamune JT Shirley JE Tickner JP Umland (1995) Bioorg Med Chem Lett 5 1961 Occurrence Handle10.1016/0960-894X(95)00334-P
Arnold M, Britton T, Bruns R, Cantrell B, Happ A (1997) Int Pat Appl WO 9 528 399
JW Ellingboe W Spinelli MW Winkley (1992) J Med Chem 35 705 Occurrence Handle1:CAS:528:DyaK38XpvFSmsg%3D%3D
DS Holmes RC Bethell N Cammack IR Clemens J Kitchin F Mcmeekin CL Mo DC Orr B Patel (1993) J Med Chem 36 3129 Occurrence Handle10.1021/jm00073a012 Occurrence Handle1:CAS:528:DyaK3sXmsFSntbc%3D
AR Porcari RV Devivar LS Kucera JC Drach LB Townsend (1998) J Med Chem 41 1252 Occurrence Handle10.1021/jm970559i Occurrence Handle1:CAS:528:DyaK1cXhvFyhsro%3D
I Tamm (1957) Science 126 1235
MT Migawa et al. (1998) J Med Chem 41 1242 Occurrence Handle10.1021/jm970545c Occurrence Handle1:CAS:528:DyaK1cXhvFyhsr0%3D
C Stevenson R Davies H Jeremy (1999) Chem Res Toxicol 12 38 Occurrence Handle10.1021/tx980158l Occurrence Handle1:CAS:528:DyaK1cXnvFKiu78%3D
Pillips MA (1928) J Chem Soc 2839
A Ben-Alloum S Bakkas M Soufiaoui (1998) Tetrahedron Lett 39 4481 Occurrence Handle1:CAS:528:DyaK1cXjsFyrtrg%3D
MR Deluca SM Kerwin (1997) Tetrahedron 53 457 Occurrence Handle10.1016/S0040-4020(96)01009-5 Occurrence Handle1:CAS:528:DyaK2sXhtlOnsA%3D%3D
HI Lee EH Jeoung CK Lee (1996) J Heterocycl Chem 33 1711 Occurrence Handle1:CAS:528:DyaK2sXotFCmsA%3D%3D
W Huang RM Scarborough (1999) Tetrahedron Lett 40 2665 Occurrence Handle1:CAS:528:DyaK1MXit1eksrs%3D
D Tumelty MK Schwarz K Cao MC Needels (1999) Tetrahedron Lett 40 6185 Occurrence Handle10.1016/S0040-4039(99)01299-X Occurrence Handle1:CAS:528:DyaK1MXlt1ehtbk%3D
Heravi MM, Montazeri N, Rahimzadeh M, Bakavoli M, Ghassemzadeh M (2000) J Chem Res 584
a) Clark JH, Macquarrie DJ (1996) Chem Ber 303; b) Espeel B, Janssens B, Jacobs OA (1993) J Org Chem 58: 7688
JM Thomas (1994) Angew Chem Int Ed Eng 33 913
G Santoir R Maryi P Righi (2004) Chem Ber 104 199
a) Heravi MM, Rahimzadeh M, Bakavoli M, Ghassemzadeh M (2004) Tetrahedron Lett 45: 5747; b) Ibid (2005) 46: 1607
a) Heravi MM, Ajami D, Ghassemzadeh M (1999) Synthesis 339; b) Heravi MM, Ajami D, Mojtahedi MM, Ghassemzadeh M (1999) Tetrahedron Lett 40: 561; c) Heravi MM, Ajami D, Aghapoor K, Ghassemzadeh M (1999) Chem Commun 833; d) Heravi MM, Hekmat Shoar R, Pedram L (2005) J Mol Catal A 231: 89
VK Tandon M Kumar (2004) Tetrahedron Lett 42 4185
M Tajbakhsh B Mohajerani MM Heravi AN Ahmadi (2005) J Mol Catal A 236 216 Occurrence Handle1:CAS:528:DC%2BD2MXmtFGhsbc%3D
Si to Al ratio for HZSM-5, HY, and Heulandite is 28, 2.5, and 5. The acidity of HZSM-5, HY, and Heulandite is 1.41, 0.53, and 1.95, mmol NH3/g
K Bourgin A Loupy M Soufiaoui (1998) Tetrahedron 54 8055
M Rope et al. (1952) J Am Chem Soc 74 1095 Occurrence Handle10.1021/ja01124a522 Occurrence Handle1:CAS:528:DyaG3sXmsF2qsA%3D%3D
F Montanari R Passerini (1953) Boll Sci Fac Chim Ind Bologna 11 42 Occurrence Handle1:CAS:528:DyaG2cXjsF2ksA%3D%3D
A Harizi H Zantour (2002) Synth Commun 32 387 Occurrence Handle10.1081/SCC-120002122 Occurrence Handle1:CAS:528:DC%2BD38XhsVKgu7s%3D
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Heravi, M., Tajbakhsh, M., Ahmadi, A. et al. Zeolites. Efficient and Eco-friendly Catalysts for the Synthesis of Benzimidazoles. Monatsh. Chem. 137, 175–179 (2006). https://doi.org/10.1007/s00706-005-0407-7
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DOI: https://doi.org/10.1007/s00706-005-0407-7