3-甲基苯-1,2,4,5-四胺

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 2,3,5,6-Tetraaminotoluene tetrahydrochloride (TAT.4HCl) aqueous solution (100 g) obtained from Example 1 (equivalent to 29.8 g of 1,6-diamino-3,5-dinitrotoluene) was added to a 500 mL vessel along with tin powder (0.401 g, 3.375 mmol). This mixture was stirred for 10 minutes. NaOH (27 g, 675 mmol) was added to 45 mL of deaerated water, allowed to cool to room temperature and then added to the stirring TAT.4HCl solution to form a reaction mixture. The reaction mixture was stirred for 30 minutes and free base TAT precipitated out of solution as the reaction mixture was cooled down to 15° C. The precipitate was recovered by filtration, and washed with deaerated water (20 mL) and deaerated methanol (20 mL). This wet cake was used for Examples 6 and 7. A dried sample of the precipitate revealed the overall yield of the crystalline white solid to be 64% yield (10.92 g). 1H-NMR analysis indicated product purity was >99%. added to the stirring TAT.4HCl solution to form a reaction mixture The reaction mixture was stirred for 30 minutes free base TAT precipitated out of solution as the reaction mixture was cooled down to 15° C The precipitate was recovered by filtration washed with deaerated water (20 mL) and deaerated methanol (20 mL)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 2,3,5,6-tetraaminotoluene tetrahydrochloride (TAT.4HCl)(60.59 g, 203.28 mmol) from Example 1 was added to a 1 L vessel and dissolved in deaerated water (300 g). Tin powder (0.360 g, 3.05 mmol) was added to this mixture and it was stirred for 10 minutes. NaOH (48.79 g, 1219.7 mmol) was added to 45 mL of deaerated water, allowed to cool to room temperature and then added to the stirring TAT.4HCl solution. The solution was stirred for 2 hours and free base TAT precipitated out of the solution as the solution cooled down to room temperature (18 hours). The precipitate was recovered by filtration, and washed with deaerated water (20 mL) and deaerated methanol (20 mL). This resulted in a crystalline beige solid being isolated in 82% yield (25.2 g). 1H-NMR analysis indicated TAT product purity was >99%. added to the stirring TAT.4HCl solution The solution was stirred for 2 hours free base TAT precipitated out of the solution as the solution cooled down to room temperature (18 hours) The precipitate was recovered by filtration washed with deaerated water (20 mL) and deaerated methanol (20 mL) This resulted in a crystalline beige solid being isolated in 82% yield (25.2 g)