ChemicalBook CAS DataBase List 7-NITRO-2,3-DIHYDRO-BENZO[1,4]DIOXIN-6-YLAMINE

7-NITRO-2,3-DIHYDRO-BENZO[1,4]DIOXIN-6-YLAMINE synthesis

8synthesis methods

Product Name:7-NITRO-2,3-DIHYDRO-BENZO[1,4]DIOXIN-6-YLAMINE
CAS Number:62140-78-7
Molecular formula:C8H8N2O4
Molecular Weight:196.16

57356-48-6 Synthesis

6,7-Dinitro-2,3-dihydro-benzo[1,4]dioxime

57356-48-6
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7-NITRO-2,3-DIHYDRO-BENZO[1,4]DIOXIN-6-YLAMINE

62140-78-7
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Yield:62140-78-7 86.4%

Reaction Conditions:

with iron;acetic acid at 20; for 2 h;Inert atmosphere;Reflux;

Steps:

1

Under a nitrogen atmosphere, compound 1-2 (16g, 70.8mmol) was dissolved in glacial acetic acid (200mL),Add reduced iron powder (11.9g, 212.4mmol) in batches, stir at room temperature for 30min,Reflux for another 1.5h.TLC monitors the reaction.After the raw materials were reacted, the reaction solution was cooled to room temperature and poured into ice water. After stirring for 30 minutes, the product was filtered and the filter cake was washed with ice water.The washed filter cake was dissolved in glacial acetic acid (200 mL), refluxed for 30 min, filtered while hot, and filteredPour the liquid into ice water, filter the product after stirring for 30 minutes, wash the filter cake with water, and dry it.Compound 1-3 (12g) was obtained as a yellow solid with a yield of 86.4%.

References:

CN113150005,2021,A Location in patent:Paragraph 0102-0104; 0106