573-27-3

Usage

InChI:InChI=1/C9H11NO2/c1-7(11)10(2)8-5-3-4-6-9(8)12/h3-6,12H,1-2H3

Upstream product

• 95-21-6 2-methyl-1,3-benzoxazole 
• 77-78-1 dimethyl sulfate 
• 611-24-5 o-(N-methylamino)phenol 
• 74585-34-5 acetic acid-(2-chloro-N-methyl-anilide) 
• 21744-84-3 4-methyl-4H-benzo[1,4]oxazin-3-one 
• 7664-93-9 sulfuric acid 
• 21892-80-8 3-methylbenzo[d]oxazol-2(3H)-one 
• 95-55-6 2-amino-phenol 
• 76570-54-2 2-(N-t-butyloxycarbonyl-N-methylamino)phenol 
• 1483-73-4 diphenyliodonium bromide 
• 95-51-2 o-chloroaniline 
• 533-17-5 N-(2-chlorophenyl)acetamide 
• 76570-55-3 Acetic acid 2-(tert-butoxycarbonyl-methyl-amino)-phenyl ester 
• 108-24-7 acetic anhydride 

Downstream Products

• 611-24-5 o-(N-methylamino)phenol 
• 107954-00-7 1-bromo-4-(2-(N-acetyl-N-methylamino)phenoxy)butane 
• 64-19-7 acetic acid 
• 107953-97-9 N-(4-(2-methylamino-4-nitrophenoxy))butylcycloheximide 
• 107953-98-0 estrone 4-(2-methylamino-4-nitrophenoxy)butyl ether 
• 107954-01-8 1-bromo-4-(2-(N-acetyl-N-methylamino)-4-nitrophenoxy)butane 
• 107954-02-9 1-bromo-4-(2-methylamino-4-nitrophenoxy)butane 
• 107954-03-0 4-(2-methylamino-4-nitrophenoxy)butanol 
• 74251-93-7 N-Methyl-N-[2-((E)-3-oxo-3-phenyl-propenyloxy)-phenyl]-acetamide 

Relevant academic research and scientific papers

Fluorovinloxyacetamides, process for preparing same and herbicidal composition comprising same

Herbicidal fluorovinyloxyacetamide compounds of formula (I) are useful for protecting crops from weeds: wherein: R1is a phenyl group optionally having one or more substituents selected from the group consisting of C1-6alkyl, halogen-

4-NITROPYROCATECHOL ETHERS AS POSSIBLE PHOTOAFFINITY LABELS. PHOTOCHEMICAL REACTIONS OF 4-NITROPYROCATECHOL ETHERS OF BIOLOGICALLY ACTIVE COMPOUNDS

The photochemical reactions of O- and N-(2-methoxy-4-nitro)phenoxyalkyl derivatives of estrone and of the antibiotic cycloheximide with methylamine afford clean substitutions of the methoxy group.From these experiments it is inferred that 2-methoxy-4-nitrophenyl ethers can be good photoaffinity labels.

Reactivite du nitrite de sodium. II. Action sur les sels d'iminium heterocycliques. Etude par RMN multinucleaire

The structure and the electronic delocalisation of various heterocyclic iminium salts - and their precursors - have been studied by 13C and 15N NMR.The 13C and 15N chemical shifts are correlated with the nucleophilicity of the second heteroatom.The observation of δ13C explains satisfactorily the reactivity of heterocyclic iminium salts towards nucleophilic reagents and their catalytic activity as model compounds for thiamine or cocarboxylase.Different products are obtained by the reaction of sodium nitrite - in aqueous or non-aqueous medium - : they have been identified by NMR.The products are those expected and allow the determination of the reaction mechanisms.

Photoinduced Cyclizations of Mono- and Dianions of N-Acyl-o-chloroanilines and N-Acyl-o-chlorobenzylamines as General Methods for the Synthesis of Oxindoles and 1,4-Dihydro-3(2H)-isoquinolinones

Formation of the monoanions of a series of N-acyl-N-alkyl-o-chloroanilines by means of LDA in THF followed by irradiation with near-UV light affords 1,3-dialkyloxindoles in good yields.Similar photoinduced cyclizations of dianions derived from N-acyl-o-chloroanilines leads to 3-alkyloxindoles.Photocyclizations of mono- and dianion prepared from α,β-unsaturated o-haloanilides proceed to form 3-alkylideneoxindoles.Carbanions derived from N-acyl-o-chlorobenzylamines also undergo photoassisted ring closure to afford 1,4-dihydro-3(2H)-isoquinolinones.The influence of near-UV light and the effect of inhibitors implicate a radical-chain mechanism as the major reaction pathway in this convenient new method for oxindole and isoquinolinone synthesis.

Formation and Reactions of the Cyclic Tautomers of Tryptophans and Tryptamines. VII. Hydroxylation of Tryptophans and Tryptamines

The 5-hydroxytryptophan derivative 12 was prepared in 60percent yield from the tryptophan derivative 8 by selective oxidation of the cyclic tautomer 9 with Fremy's salt or Pb(OAc)4-CF3COOH to the p-quinoneimine 10, followed by reduction and ring-opening.By analogous oxidation, serotonin was prepared from tryptamine.On the other hand, the oxidation of the Na-acetyl-cyclic tautomers (16 and 22) with Pb(OAc)4-CF3COOH followed by methylation gave the 5- and 6-methoxy derivatives (17, 18, 23, and 24) in 20-40percent yields.These compounds were readily converted to the 5- and 6-methoxytryptophan derivatives (20, 21) by acid treatment.These methods are the first practical hydroxylation procedures to be reported for tryptophans.Keywords: 5-hydroxytryptophan; methoxytryptophan; cyclic tautomer; tryptophan; oxidation; hydroxylation; lead tetraacetate; Fremy's salt.

Studies on the Preparation of N-Alkyl-O-phenylhydroxylamines

Several possible routes to the title compounds have been investigated.The reaction of N-hydroxycarbamates (1) with diphenyliodonium bromide gave, unexpectedly, N-hydroxy-N-phenylcarbamates (2), while N-methyl-N-hydroxycarbamates (6) gave 2-(N-methyl-N-alkoxycarbonylamino)phenols (7).Mechanistic aspects of the N-arylations and subsequent rearrangements are discussed.The desired N-alkyl-O-phenylhydroxylamines were obtained by the reduction of O-phenyloximes (15) with sodium cyanoborohydride.