Practical and Simple Synthesis of Substituted Quinolines by an HCl-DMSO System on a Large Scale: Remarkable Effect of the Chloride Ion
Shin-ya Tanaka; Makoto Yasuda; Akio Baba; Journal of Organic Chemistry 71 (2006) 800–803; doi:10.1021/jo052004y

data_4021395
_publ_contact_author_email       ' baba@chem.eng.osaka-u.ac.jp'
_publ_contact_author_fax         ' 81(6)68797387 '
_publ_contact_author_name        ' Dr Akio Baba'
_publ_contact_author_phone       ' 81(6)68797386 '
_publ_section_title
;
 Practical and Simple Synthesis of Substituted Quinolines
 by an HCl-DMSO System on a Large Scale:
 Remarkable Effect of the Chloride Ion
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              800
_journal_page_last               803
_journal_paper_doi               10.1021/jo052004y
_journal_volume                  71
_journal_year                    2006
_chemical_formula_moiety         'C22 H17 N '
_chemical_formula_sum            'C22 H17 N'
_chemical_formula_weight         295.38
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_audit_creation_date             'Tue Oct 19 19:04:15 2004'
_audit_creation_method           'by teXsan'
_cell_angle_alpha                90
_cell_angle_beta                 94.71(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.878(3)
_cell_length_b                   5.461(3)
_cell_length_c                   21.321(2)
_cell_measurement_reflns_used    16
_cell_measurement_temperature    296.2
_cell_measurement_theta_max      11.4
_cell_measurement_theta_min      10.3
_cell_volume                     1610.6(8)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction        'teXsan Ver. 1.11'
_computing_publication_material  'teXsan Ver. 1.11'
_computing_structure_refinement  'teXsan Ver. 1.10'
_computing_structure_solution    SIR92
_diffrn_measured_fraction_theta_full 0.8229
_diffrn_measured_fraction_theta_max 0.8229
_diffrn_measurement_device_type  'Rigaku AFC5R'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.102
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            2763
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_standards_decay_%        1.72
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_T_min  0.964
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.218
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.26
_refine_diff_density_min         -0.27
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.542
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     276
_refine_ls_number_reflns         2344
_refine_ls_R_factor_gt           0.0537
_refine_ls_shift/su_max          1.1461
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^) + (0.05000(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2393
_reflns_number_gt                763
_reflns_number_total             2344
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            jo052004ysi20050924_014141.cif
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_original_formula_sum        'C22 H17 N '
_cod_database_code               4021395