2-bromoacetyl-1 -

Chromone, 2-amino-3-chloro-synthesis, 3, 713 diacetate, 3, 714 Chromone, 3-aroyl-photochemistry, 3, 695 Chromone, 2-benzhydryl-3-benzoyl-photoenolization, 3, 695 Chromone, 3-benzoyl-2-benzyl-photoenolization, 3, 695 Chromone, 3-benzoyl-2-methyl-synthesis, 3, 823 Chromone, 2-benzyl-in photochromic processes, 1, 387 Chromone, 3-benzyl-photolysis, 3, 695 Chromone, 3-bromo-synthesis, 3, 828 Chromone, 3-bromoacetyl-ring opening, 3, 713 Chromone, 3-bromo-2-methyl-reactions... 

In this bromoaspirin-inactivated structure, Ser , which lies along the wall of the tunnel, is bromoacetylated, and a molecule of salicylate is also bound in the tunnel. Deep in the tunnel, at the far end, lies Tyr, a catalytically important residue. Heme-dependent peroxidase activity is implicated in the formation of a proposed Tyr radical, which is required for cyclooxygenase activity. Aspirin and other NSAIDs block the synthesis of prostaglandins by filling and blocking the tunnel, preventing the migration of arachidonic acid to Tyr in the active site at the back of the tunnel. 

NH2NHC(S)SH, lutidine, AcOH, 2-20 min, rt, 88-99% yield. This method is superior to the use of thiourea in that it proceeds at lower temperatures and affords much higher yields. The reagent also serves to remove the related bromoacetyl esters that are 5-10 times more labile under these conditions. Cleavage occurs cleanly in the presence of an acetate. 

Garcia et al. has extended the Batcho-Leimgruber procedure to the synthesis of 2-substituted indoles. Treatment of 36 with o-fluorobenzoyl chloride 37, followed by in situ hydrolysis and deformylation gave ketone 38. Reduction of nitroarylketone 38 with sodium hydrosulfite then furnished indole 39. Similarly, bromoacetylation of 36 gave an acylenamine which was converted into the phthalimido derivative 40. Hydrolysis and deformylation gave phthalimidoketone 41 which underwent reductive cyclization to furnish indole 42. 

A method for the preparation of bis(furazanoyl)- and bis(furoxanoyl)furoxans has been developed utilizing the nitrosation of the corresponding bromoacetyl derivatives 121. The resulting a-bromo-a-hydroximinoacetyl intermediates afforded the furoxans 122 on treatment with aqueous sodium carbonate (94IZV485, 94RCB445). An example is shown in Scheme 72. 

When bromoacetyl chloride is used instead of bromoacetic acid, the anilide 33 is formed at the first stage. Its subsequent cyclization also leads to 32. This approach to benzotellurazinone is similar to that developed for the synthesis of 2//-l,4-benzothiazin-3(4//)-ones (66CJC1247). Significantly, attempts to isolate the intermediate sulfonium salts analogous to 30 were unsuccessful. 

Ester group of l-(ethoxycarbonylmethyl)-7-aryl-5-oxo-1,2,3,5-tetrahydro-pyrido[l,2,3-i/e]quinoxaline-6-carboxamides was hydrolyzed and the 1-carboxymethyl moiety was converted to an aminocarbonylmethyl group with 1-methylpiperazine (01MIP12). Bromo atom of l-(2-bromoacetyl) derivatives was substituted by different amines. An amino group in the side chain attached to the position 1 of 7-aryl-5-oxo-l,2,3,5-tetrahydropyr-ido[l,2,3-i/e]quinoxaline-6-carboxamides was acylated, and terc-butoxycarbonyl protecting group of amino group was eliminated. 

Chloro-2,3,4,4fl,5,6-hexahydro-l //-pyrazino[l, 2-fl]quinolin-2-one (407) was prepared when 6-chloro-2-[A -(2-bromoacetyl),-A -(rerf-butoxycarbonyl) aminomethyl]-l,2,3,4-tetrahydroquinoline (406) was first treated with TFA, then the evaporated reaction mixture was heated in DMF in the presence of powdered K2CO3 (96USP5576319). 

Next the product is acylated with bromoacetyl chloride and the glycine equivalent is constructed in place by a Gabriel amine synthesis (phthalamide anion followed by hydrazine) subsequent to which cyclization to benzodiazepine occurs. The synthesis of the tranquilizer quazepam (88) is finished by thioamide conversion with phosphorus pentasulfide. ... 

Bromoacetyl bromide Pyridine Suifuric acid Ammonia Potassium nitrate ... 

To a solution of 42 g of 2.amino.2 -chlorobenzophenone in 500 ml of benzene, 19 ml of bromoacetyl bromide was added dropwise. After refluxing for 2 hours, the solution was cooled, washed with 2N sodium hydroxide and evaporated. The residue was recrystallized from methanol giving crystals of 2-bromo.2. (2-chlorobenzoyl) acetanilide melting at 119° to 121°C. 

As described in U.S. Patent 3,772,371 To a solution of 5.B g of 5-chloro-2-bromoacetyl-amino-o-chlorobenzophenone in 120 ml of ethanol were added 0.95 g of ethanolami-ne and 1.3 g of sodium acetate. The resulting mixture was heated under reflux for 16 hours. 

Bromoacetyl bromide Potassium nitrate Sodium hydride... 

A solution of 21.5 grams of 2-amino-2 -fluorobenzophenone in 500 cc of ether was treated with 20 cc of a 20% (v/v) solution of bromoacetyl bromide in ether. The mixture was shaken and allowed to stand for 5 minutes and then washed with water (20 cc). The proc-... 

Timolol maleate a-Bromoacetophenone Nomifensine maleate Bromoacetyl bromide Bromazepam Cephapirin sodium Clonazepam Flunitrazepam 5-Bromoacetyl salicylamide Labetalol HCI m-Bromoanisole Tramadol HCI p-Bromoanisole Cyclofenil Bromobenzene... 

Bromoacetyl fluoride, 46, 6 Bromobenzene, reaction with potassium f-butoxide, 46, 89... 

The reaction of methyl 2-[benzyl(bromoacetyl)amino]benzoate with ammonia yields the benzo-diazepinedione 32.209... 

A stirred solution of methyl 2-(benzylamino)benzoate (12.6 g, 52 mmol) and pyridine (4.2 g, 53 mmol) in Et20 (500 inL) was slowly treated with bromoacetyl bromide (10.6 g, 52.5 mmol). Stirring was continued for 2 h, the precipitated pyridinium bromide was filtered off and the filtrate was evaporated under reduced pressure. The resulting syrupy methyl 2-[benzyl(bromoacetyl)aimno]benzoate was dissolved in MeOH (1 L) and the solution was saturated with NH, at 20 C and left for 8 h. The solution was evaporated in vacuo and the residue was crystallized (CH2C12/Et20) yield ll.Og (79%) mp 189-190 C. 

C,4H 3N05 39600-31-2) see Levodopa (6ff-tranx)-3-[(acetyloxy)methyl]-7-[(bromoacetyl)amino]-8-oxo-5-thia-l-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid... 

C8H7B1O 70-11-1) see Fendosal Hexocyclium metilsulfate Levamisole Nomifensine 4 -bromoacetophenone (CjH7BrO 99-90-1) see Zimeldine bromoacetyl bromide... 

C2H2Br20 598-21-0) see Cefapirin Clonazepam Flunitrazepam Haloxazolam Ketazolam Sotalol bromoacetyl chloride... 

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