Benzoic acid, Formyl

Condensation of 3-(lH-pyrrol-l-yl)propylamine 391 with acetylbenzoic acids and formyl benzoic acids such as 392 under Dean and Stark water-removal conditions results in the formation of the fused angular 5 6 5 system 393 in good yield (Equation 105) <2002TL2831>. In a similar manner, l-(3-aminoethyl)-3-methylindole reacts with 2-formyl-benzoic acid to give the cyclized product in 82% yield <2002TL2831>. 

C8H6CINS 4-chlorobenzyl isothiocyanate 3694-45-9 543.15 48.045 2 12928 C8H603 2-formyl benzoic acid 119-67-5 536.15 47.368 2... 

Formate ion, bond lengths in, 757 electrostatic potential map of, 757 Formic acid, bond lengths in. 757 pKa of, 756 Formyl group, 697 p-Formyl benzoic acid, p/C, of, 760 Fourier-transform NMR spectroscopy (FT-NMR), 447-448 Fractional crystallization, resolution and, 307... 

In one case, methyl terephthalic acid, obtained in two steps from p-formyl-benzoic acid, was converted to the phenacyl bromide (340) in the usual manner. Alkylation of 2,5-diamino-4,6-dihydroxypyrimidine with (340) with subsequent cyclization produced the dihydrooxazine pteroate ester (341), which was hydrolyzed to (342) [173]. Coupling (342) with diethyl L-glutamate using isobutyl chloroformate [ 174] yielded the diester (343a) which was then saponified to the dihydrooxazine FA analogue without the C-9,N-10 bridge (343b). 

Reactions. Grignard reaction and hydrogenation of the appropriate methyl aryl ketone yielded isothymol.877 Carvacrol was formed in excellent (83%) yield on heating p-menth-l-ene oxide with Pd.878 Aromatic aldehydes can beprotected in situ by formation of a-aminoalkoxides and their O-trimethylsilyl ethers thus 4-formyl-benzoic acid could be protected and elaborated (Grignard reaction) into (264).879... 

The newly formed resin bound amides are liberated from the solid phase by acidic conditions to provide the free amides (28) in good yield without further purification. It has also been shown that carboxylic acids containing an aldehydic moiety (i.e., 4-formyl benzoic acid) give the expected amides (no imine formation) in 90% yield and with 95% purity (e.g., where R = phenethyl). 

Our alternate synthetic route is shown below. Our route involves the photochemically mediated reaction between the methyl ester of ortho formyl benzoic acid and benzoquinone. We have already shown that this reaction is successful. Significantly, in one step we have generated the entire ring system present in doxepin. 

The Opening of the phosphonium ring requires higher temperatures (above 120 C) and follows the pattern of the Arbusov reaction. Examples of some other monomers that can also act as nucleophiles in the above reaction are p-formyl benzoic acid, acrylamide, and ethylene sulfonamide. All three react in the same manner ... 

FORMYL-, 41, 46 methyl ester of, 41, 47 Birch reduction of benzoic acid, 43, 22... 

Tetrahydrofolic acid then functions as a carrier of one-carbon groups for amino acid and nucleotide metabolism. The basic ring system is able to transfer methyl, methylene, methenyl, or formyl groups, and it utilizes slightly different reagents as appropriate. These are shown here for convenience, we have left out the benzoic acid-glutamic acid portion of the structure. These compounds are all interrelated, but we are not going to delve any deeper into the actual biochemical relationships. 

Pyrimido[4,5-d]pyridazine derivatives are readily cleaved under both acidic and basic conditions. Reaction of 2-phenyl-5,8-dimorpholinopyrimido[4,5-hydrochloric acid gives a mixture of four isolated products 2-phenyl-8-morpholinopyrimido[4,5-d]pyridazin-5(6//)-one (96), 4-hydroxy-6-morpholinopyridazin-3(2jy>one (97), 4-amino-5-formyl-3,6-dimorpholinopyridazine (98) and benzoic acid (99). 

Dihydroxy-4-pyridyl)-4-(4-formyl-3-furylmethyl)benzoic acid... 

FPR HABA Hacac Hbsb Hbsn Hbt Hbtth HC = C - C6H4 - NCS-p HC = C-C6H4-NH2-p Formyl peptide receptor 2-(4 -Hydroxyazobenzene)benzoic acid Acetylacetone 2-[(l,l -Biphenyl)-4-yl]benzothiazole 2-( 1-Naphthyl)benzothiazole 2-Phenylbenzothiazole 2-(2-Thienyl)benzothiazole 4-Isothiocyanatophenylacetylene 4-Aminophenylacetylene... 

C24H12Os 32420-16-9) see Nomcgestrol acetate 4-(formylmethylamino)benzoic acid (C.jH.jNO, 5186)5-84-0) see Methotrexate 4-(formylmethylamino)benzoyl chloride (C<,HxCIN02 70124-64-0) see Methotrexate 3-(/V-formyl-A -mcthylamino)-l-propanol (C5H N02 1590-48-3) see Protriptyline... 

SYN BENZOIC ACID, 3-FORMYL-2,4-DIHYDROXY-6-METHYL-, 3-HYDROXY-4-(METHOXYCARBONYL)-2,5-DIiMETHYLPHENYL ESTER... 

BENZOIC ACID, 2,2 -DISELENOBIS- see SBU150 BENZOIC ACID ESTRADIOL see EDPOOO BENZOIC ACID, 3-((3-(ETHOXYMETHYL)-5-FLUORO-3,6-DIHYDRO-2,6-DIOXO-l(2H)-PYRDVnDINYL)CARB ONYL)-, see BDN600 BENZOIC ACID, 3-FORMYL-2,4-DIHYDROXY-6-METHYL-, 3-HYDROXY-4-(METHOXYCARBONYL)-... 

C9H9N03 N-formyl-4-(methylamino)benzoic acid 51865-84-0 25.00 1.2386 2 16596 C9H10N2S 2-amino-5,6-dimethylbenzothiazole 29927-08-0 25.00 1.1718 2... 

Formylation of amines is performed with formic acid/acetic acid anhydride. The application of other mixed anhydrides with acetic acid as well as benzoic acid is less fovorable, because both possible amides will form in varying amounts. 

Methyl orsellinate 31 was differentially protected and formylated to give 33 after removal of the isopropyl group with TiCl4. Benzylation and oxidation gave the benzoic acid 34 ready for a surprising conclusion to the synthesis. 

A good example of a drug made from aminotetrazole is Merrell Dow s anti-allergic agent MSD 427. You will notice that the drug 99 is actually the stable anion of the tetrazole. It makes sense to disconnect the aminotetrazole immediately to reveal the /V-formyl derivative 100 of o-amino-benzoic acid (anthranilic acid) 101.11... 

Fblicadd Teirahydrofolic acid Formyl group (I) Folic acid 00 Para-amino benzoic acid PenlcUllum spent mycelium Spinach Uver Cottonseed flour... 

The oxidation of steroidal 3a-, 3)5-, 20a-, and 20j8-amines with m-chloroper-benzoic acid to the corresponding nitro-compounds has been described. Oxidation of several steroidal tertiary amines with chromic acid in pyridine leads to the corresponding N-formyl derivatives. Photosensitised irradiation (methylene blue) of 20a- and 3)5-dimethylamino-steroids leads to a secondary amine in 80% yield. The formyl derivative (10% yield) is not an intermediate in the N-demethylation reaction. 3a-Dimethylamino-5a-pregnane gives 5a-pregnan-3-one and the secondary amine. Conanine gives the lactam (50). ... 

Similarly, 2-formyl cyclohexanone (79), 4-formyl seven membered heterocyclic ketones (81), and 5-formylbenzfuranone (83) are converted to the corresponding diazo ketones 80, 82, and 84 usingp-tolylsulfonyl azide and p-benzoic acid sulfonylazide.43,30... 

Benzoic acid, 4-formyl-, methyl ester p-Carbomethoxybenzaldehyde CCRIS 6063 EINECS 216-385-5 p-Formylbenzoic acid methyl ester HSDB 5842 Methyl 4-formylbenzoate Methyl p-formylbenzoate Methyl benzaldehyde-4-carboxylate Methyl terephth-aldehydate NSC 28459 Terephthalaidehydic acid, methylester. 

Beilstein Handbook Reference) Benzoic acid, 4 formyl- BRN 0471734 4-Carboxybenzaldehyde EINECS 210-607-4 4Formylbenzoic acid HSDB 5719 NSC 15797 p-Carboxybenzaldehyde p-Formylbenzoic acid Terephfhalaldehydic acid. 

Ethyl 4,5-Dlbenzamldopent-4-enoate (2)5 Ethyl 3-lmidazol-4(5)-ylpfopanoate 1 (9.2 g, 54 mmol) in EtOAc (140 mL) was treated with benzoyl chloride (15.7 g, 112 mmol) in EtOAc (40 mL) and 1M NaHCOs (380 mL) added simultaneously in 1 h under ice-cooling. The reaction mixture was stirred for 1 h, then a further portion of benzoyl chloride (15.7 g, 112 mmol) in EtOAc) and 1M NaHCOs (280 mL) was added in the same manner, followed by an additional portion of 1M NaHCOa (200 mL). The reaction mixture was stirred for 24 h, then the organic layer was separated, concentrated, and the residue dissolved in THF (300 mL). The THF solution was stirred with 10% NaHCOa (600 mL) for 24 h to decompose any N-formyl intermediate and to remove benzoic acid. Extraction with EtOAc. drying (Na2S04), solvent evaporation and recrystallization of the residue from EtOAc.hexane afforded 16.24 g of 2 (84%). mp 128-129X. 

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