4667-74-7

Upstream product

• 519-05-1 opianic acid 
• 79622-66-5 1-Chlor-4,5-dimethoxy-isobenzofuran-3-on 
• 25984-84-3 3-[1-[2-(2-Dimethylamino-ethyl)-4,5-dimethoxy-phenyl]-meth-(Z)-ylidene]-6,7-dimethoxy-2,3-dihydro-isoindol-1-one 

Downstream Products

• 5701-87-1 3,4-dimethoxyanthranilic acid 
• 5653-51-0 6-amino-2,3-dimethoxybenzoic acid 
• 462085-17-2 4,5-dimethoxy-2-{2-[6-(4-methoxy-benzyloxymethyl)-benzo[1,3]dioxol-5-yl]-ethyl}-isoindole-1,3-dione 
• 153356-79-7 (6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-1-carboxy-1-methyl-ethoxyimino]-acetylamino}-3-(4-bromo-6,8-dioxo-2,2-diphenyl-6,8-dihydro-[1,3]dioxolo[4,5-e]isoindol-7-ylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 153356-78-6 (6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-1-carboxy-1-methyl-ethoxyimino]-acetylamino}-3-(6,8-dioxo-2,2-diphenyl-6,8-dihydro-[1,3]dioxolo[4,5-e]isoindol-7-ylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 153356-77-5 4-Bromo-6,8-dioxo-2,2-diphenyl-6,8-dihydro-[1,3]dioxolo[4,5-e]isoindole-7-carboxylic acid ethyl ester 
• 153356-76-4 N-carboethoxy diphenylmethylenedioxyphthalimide 
• 153356-75-3 4-Bromo-2,2-diphenyl-[1,3]dioxolo[4,5-e]isoindole-6,8-dione 
• 153356-74-2 diphenylmethylenedioxyphthalimide 
• 518-90-1 3,4-dimethoxy-phthalic acid 
• 7664-41-7 ammonia 

Relevant academic research and scientific papers

Hydroxylamine and pseudoacyl systems: Pseudo-oximes

Unhindered furan pseudoacyl chlorides react with hydroxylamine and a carbonate base to form oxidized cyclic N-hydroxyiminoimides. Thus, 3-chloroisobenzofuran-1-one forms 3-hydroximinoisoindolin-1-one (4) C 8H6N2O2. Molecules are nearly planar and E-secondary amides hydrogen-bond with oximes through N(H)...N 2.920 A and O(H)...O 2.720 A contacts, and form infinite chains. Mucochloryl chloride (2,3,4-trichlorodihydrofuran-1-one) forms a similar hydroxyiminoimide (5E)-3,4-dichloro-5-hydroxyiminopyrrol-2-one (6), C 4H2Cl2N2O2. However, opianic acid forms a mixture of mostly N-hydroxyphthalimide [6,7-dimethoxy-N- hydroxyisoindolin-1,3-dione (9)], C10H10N 2O2, with small amounts of open oxime carboxylate [potassium 2,3-dimethoxy-6-(N-hydroxymethanoyl)benzoate (8) C10H 10NO5K], and 2,3-dimethoxyphthalimide (10), C 10H9NO4. These results suggest an intermediate pseudo-oxime, and such a derivative has been made in quantitative yield in a dehydration resistant arylpyran pseudoacyl system. 3-Chloro-4,4- dimethylisobenzopyran-1-one reacts with two equivalents of hydroxylamine and a carbonate base to form 2-hydroxy-3-(hydroxyamino)-4,4-dimethyl-3H-isoquinolin-1- one (14), C11H13N2O3, a pseudo-oxime. Pairs of pseudo-oximes form four hydrogen-bonds in two complementary sets, with N(H)...O 3.008 A and O(H)...O 2.685 A. Molecules are also linked in chains by hydrogen-bonds with O(H)...O 2.696 A. These products have been characterized by spectroscopy and X-ray diffraction. Graphical Abstract: [Figure not available: see fulltext.].

ON PAPAVER BRACTEATUM-XIV READY ACCESS TO BENZYLIDENE PHTHALIMIDINE COMPOUNDS FROM RHOEADINE ALKALOID-DERIVED NITRILES

The B/D trans lactole alpinigenine (1a) isolated from Papaver bracteatum Lindl. was shown to form the oxime 2a which in turn was transformed to the nitrile 3a by dehydration, the methiodide 4a, and - by treatment with alkali under mild conditions - to the