2,​4-​二氨基苯甲醚

反应条件: temp:0.00; pressure:0.00; stir:

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

实验步骤: 4-Methoxy-benzene-1,3-diamine (D-3) was synthesized following the general scheme above starting from 1-methoxy-2,4-dinitro-benzene. Yield (quant.). HPLC ret. time 0.31 min, 10-99% CH3CN, 5 min run. Yield (quant.)

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

实验步骤: 4-Methoxy-benzene-1,3-diamine (D-3) was synthesized following the general scheme above starting from 1-methoxy-2,4-dinitro-benzene. Yield (quant.). HPLC ret. time 0.31 min, 10-99% CH3CN, 5 min run. Yield (quant.)

反应条件: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Methyl 1-chloroisoquinoline-5-carboxylate (0.5 g, 2.26 mmol) obtained in Step (1) above was dissolved in 2-propanol (5 mL), and added with 5-amino-p-methoxyaniline (0.33 g, 2.74 mmol) at room temperature. The reaction solution was sealed and stirred for 4 hours or more at 90° C. The reaction mixture was cooled to room temperature, and the solvent was distilled under reduced pressure. The concentrated solid was added with diethyl ether, the solid thus obtained was filtered under reduced pressure. The resulting solid was dried with warm wind in an oven (40° C.) for 3 hours or more to obtain the title compound (0.42 g, 61%). The reaction solution was sealed The reaction mixture was cooled to room temperature the solvent was distilled under reduced pressure The concentrated solid was added with diethyl ether the solid thus obtained was filtered under reduced pressure The resulting solid was dried with warm wind in an oven (40° C.) for 3 hours or more

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

实验步骤: Other aqueous processes of acylation have been taught to yield the single desired isomer compound I where R is --CH3 and --XR1 is --COCH3, but at lower yield. German 1,543,625, Example 1, teaches the acylation of freshly-distilled 2,4-diaminoanisole with acetic anhydride in water solution, without the addition of hydrochloric acid, to give 3-amino-4-methoxyacetanilide in 75% yield before recrystallization. Publication, Board of Federal Intelligence Agency, P.B. 74 051, p. 33 teaches a similar conversion of 2,4-diaminoanisole to 2-amino-4-acetamidoanisole, in aqueous solution, with acetic anhydride, in the presence of magnesia at 65% yield. at lower yield

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

实验步骤: Other aqueous processes of acylation have been taught to yield the single desired isomer compound I where R is --CH3 and --XR1 is --COCH3, but at lower yield. German 1,543,625, Example 1, teaches the acylation of freshly-distilled 2,4-diaminoanisole with acetic anhydride in water solution, without the addition of hydrochloric acid, to give 3-amino-4-methoxyacetanilide in 75% yield before recrystallization. Publication, Board of Federal Intelligence Agency, P.B. 74 051, p. 33 teaches a similar conversion of 2,4-diaminoanisole to 2-amino-4-acetamidoanisole, in aqueous solution, with acetic anhydride, in the presence of magnesia at 65% yield. at lower yield

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

实验步骤: 4-Methoxy-benzene-1,3-diamine (D-3) was synthesized following the general scheme above starting from 1-methoxy-2,4-dinitro-benzene. Yield (quant.). HPLC ret. time 0.31 min, 10-99% CH3CN, 5 min run. Yield (quant.)

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

实验步骤: 4-Methoxy-benzene-1,3-diamine (D-3) was synthesized following the general scheme above starting from 1-methoxy-2,4-dinitro-benzene. Yield (quant.). HPLC ret. time 0.31 min, 10-99% CH3CN, 5 min run. Yield (quant.)

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

实验步骤: 4-Methoxy-benzene-1,3-diamine (D-3) was synthesized following the general scheme above starting from 1-methoxy-2,4-dinitro-benzene. Yield (quant.). HPLC ret. time 0.31 min, 10-99% CH3CN, 5 min run. Yield (quant.)

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

实验步骤: 4-Methoxy-benzene-1,3-diamine (D-3) was synthesized following the general scheme above starting from 1-methoxy-2,4-dinitro-benzene. Yield (quant.). HPLC ret. time 0.31 min, 10-99% CH3CN, 5 min run. Yield (quant.)

实验步骤: 投料: 于500mL三口瓶中加入16.8g 2-甲氧基-5-硝基苯胺（99.9mmol，1.0eq）、1.68g 10%钯炭，加入210ml甲醇，（不溶，墨绿色浑浊），置换氢气，室温搅拌反应。（中途注意观察氢气球及时补气）\n监测: TLC监测（DCM:MeOH=40:1）,原料未消耗完。（Rf=0.1） 15:30 TLC监测（DCM:MeOH=20:1）,原料消耗完。（Rf=0.4） \n纯化: +硅藻土抽滤得黑色液体（除钯碳，注意不可抽得过干）,旋干得黑色油状物，上油泵拉干得黑色固体14.5g。 柱层析纯化（DCM:MeOH=30:1）过至出现主产物点换（DCM:MeOH=20:1），收集纯产物点的有机相旋干得灰色固体。 取样+甲醇 LCMS（M-CAZO111408），为目标产物。 取样+甲醇 HPLC（M-CAZO111408/KB），纯度99.5%。 取样+DMSO HNMR（M-CAZO111408），与标谱一致。 1/15 定量（DMSO，苯甲酸），含量99%。 入库10g（灰色固体）。

实验步骤: 投料: 于100ml三口瓶中加入1g 2-氨基-4-硝基苯甲醚（5.95mmol，1.0eq）、102.3mg 10%钯炭，加入12.5ml甲醇，（不溶，墨绿色浑浊）置换氢气，室温搅拌反应。\n监测: TLC监测（DCM:MeOH=40:1）,原料消耗完。（Rf=0.1）\n后处理: +硅藻土抽滤得黑色液体（除钯碳，注意不可抽得过干）。 11/3 9:00 旋干得黑色油状物，上油泵拉干得黑色固体740mg。 取样+甲醇 LCMS（CAZO111408），为目标产物。 取样+DMSO HNMR（CAZO111408），与标谱一致。