ChemicalBook CAS DataBase List (2E)-N-(2-BROMOPHENYL)-2-(HYDROXYIMINO)ACETAMIDE

(2E)-N-(2-BROMOPHENYL)-2-(HYDROXYIMINO)ACETAMIDE synthesis

6synthesis methods

Product Name:(2E)-N-(2-BROMOPHENYL)-2-(HYDROXYIMINO)ACETAMIDE
CAS Number:101080-38-0
Molecular formula:C8H7BrN2O2
Molecular Weight:243.06

302-17-0 Synthesis

302-17-0
452 suppliers
$30.00/1mg

615-36-1
408 suppliers
$10.00/5g

(2E)-N-(2-BROMOPHENYL)-2-(HYDROXYIMINO)ACETAMIDE

101080-38-0
18 suppliers
$648.80/1G

Yield:101080-38-0 86%

Reaction Conditions:

with hydrogenchloride;hydroxylamine hydrochloride;sodium sulfate in water at 35 - 85; for 3 h;

Steps:

4.2.14. 7-Bromo-1H-indole-2,3-dione (19)

Chloral hydrate (5.01 g, 30.2 mmol) and Na₂SO₄ (35.0 g, 246 mmol) were dissolved in H₂O (70 mL) in a 300 mL beaker and heated to 35 °C. 2-Bromoaniline (4.75 g, 3.12 mL, 27.6 mmol) in H₂O (20 mL) and concentrated HCl (3 mL) were warmed and added to the reaction mixture. Hydroxylamine HCl (6.10 g, 87.8 mmol) in H₂O (27.5 mL) was warmed and added before the mixture was heated at 85 °C for 3 h. The mixture was cooled, filtered and washed with H₂O (100 mL) to yield the intermediate (5.75 g, 86%) as a fluffy light brown powder. Concentrated H₂SO₄ (100 mL) was heated in a 1 L beaker to 60 °C. The intermediate was added in portions over 15 min so the temperature did not exceed 65 °C. The reaction mixture was then heated at 80 °C for 15 min before being poured into ice (500 mL). The precipitate was washed with H₂O (100 mL) to yield 19 as a fine dark red powder (2.94 g, 47%).

References:

Matesic, Lidia;Locke, Julie M.;Vine, Kara L.;Ranson, Marie;Bremner, John B.;Skropeta, Danielle [Tetrahedron,2012,vol. 68,# 34,p. 6810 - 6819] Location in patent:experimental part

302-17-0 Synthesis

302-17-0
452 suppliers
$30.00/1mg