2-Aminobenzoic acid hydrochloride (Anthranilic acid hydrochloride) [C7H7NO2·ClH]

2-Aminobenzoic acid hydrochloride [C7H7NO2·ClH]

Query Query Cl

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4 reactions in Reaxys

2018-08-18 01h:00m:31s (UTC)

H

H 2N

1. Query

O

HO

Search as: Product, As drawn, No mixtures ) AND (IDE.RN='2099-63-0') AND (IDE.INCHI='GNMFPYJORUCLEYUHFFFAOYSA-N') NOT (RX.RXRN=3912906))

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2-Aminobenzoic acid hydrochloride [C7H7NO2·ClH]

H 2N

H 2N O

O Cl

HO

H

HO

Rx-ID: 2732873 View in Reaxys 1/4 Yield

Conditions & References With hydrogenchloride in acetic acid, T= 0.5 °C Misra; Dhar; Pharmazie; vol. 35; nb. 10; (1980); p. 585 - 586 View in Reaxys General procedure: The UV–VIS spectra were measured with a Perkin Elmer Lambda 4B spectrophotometer. Gallic acid and ferric chloride compounds were purchased from Sigma and Aldrich. 0.01 M stock solution of Fe(III) was prepared by dissolving the required weight in distilled water. The solution was acidified by the addition of hydrochloric acid to keep the Fe(III) soluble in water and the exact concentration was achieved complexometrically using salicylic acid as indicator. 0.01 M stock solution of gallic acid was prepared. For every new experiment fresh solution was prepared because gallic acid in aqueous solution does not persist for a long time. It oxidizes to quinine. Universal buffer solution was prepared by taking 0.04 M each of H3BO3, H3PO4 and CH3COOH acids and adding the required volume of 0.2 M NaOH to give the desired pH [7]. The pH was checked by using a Jenway 3015 pH-meter, previously calibrated with standard buffer solutions of pH 4.00, 7.02 and 9.18.0.10 M KCl solutions were prepared and used to adjust the ionic strength of the solutions. 30 mmol of the ligand was dissolved in alcohol mixed with 15 m-mole of iron(III) chloride, which was dissolved in water. The reaction mixture was refluxed for one hour, and then left over-night, where the precipitated complexes were separated by filtration and washed by H2O and dried in a desiccator over anhydrous CaCl2. Azo compounds were prepared in a similar way by the usual diazotization process [8]. The required substituted amines (0.1 mol) were dissolved in (0.2 mol) HCl and 25 ml distilled water. The hydrochloride compounds were diazotized below 5 °C with a solution of NaNO2 (0.1 mol) and 20 ml distilled water. The diazonium chloride was coupled with an alkaline solution of gallic acid (0.1 mol/30 ml distilled water). The crude dyes were filtered off and crystallized, then dried in a vacuum desiccator over P4O10. Fig. 1 illustrated the structures of gallic acid and its azo derivatives.

With hydrogenchloride in water Masoud, Mamdouh S.; Ali, Alaa E.; Haggag, Sawsan S.; Nasr, Nessma M.; Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy; vol. 120; (2014); p. 505 - 511 View in Reaxys Reaction Steps: 2 1: di-isopropyl ether 2: hydrogenchloride / water; ethanol / 40 °C With hydrogenchloride in ethanol, di-isopropyl ether, water Desai, Salil Dileep; Kirsch, Lee E.; International Journal of Chemical Kinetics; vol. 47; nb. 8; (2015); p. 471 - 488 View in Reaxys 2,2’-Dicarboxydiphenyl diselenide (4) A mixture of anthranilic acid (3) (20.55 g, 0.15 mol), water (90 mL) and 35percent aq. HCl (30 mL) was heated to give anthranilic acid hydrochloride solution. The stirred solution was cooled in an ice/salt bath to formation suspension of hydrochloride of 3 and a solution of NaNO2 (11.4 g, 0.165 mol) in water (90 mL) was added dropwise to give diazonium salt. The temperature was maintained strictly below 5°C. Next, the diazonium salt was added in portions to the stirred dilithium diselenide in an ice/ salt bath with reaction temperature maintained below 0°C. The stirring was continued for 20h at rt. The selenium formed was filtered off. The filtrate was acidified to pH 3 using 35percent aq. HCl (c.a. 25 mL), gently heated and left for 20 h. The precipitated product was filtered off and washed with warm water, then left to dry at air. Afterwards, the crude 2,2’-dicarboxydiphenyl diselenide (4) was recrystallized from 1,4-dioxane giving pale crystals of the product (25.4 g, 85percent); m.p. 299–300°C (lit.

300–303°C3).

With hydrogenchloride in water Węglarz-Tomczak, Ewelina; Burda-Grabowska, Małgorzata; Giurg, Mirosław; Mucha, Artur; Bioorganic and Medicinal Chemistry Letters; vol. 26; nb. 21; (2016); p. 5254 - 5259 View in Reaxys

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2018-08-18 01:01:59

2-Aminobenzoic acid hydrochloride [C7H7NO2·ClH]

O

OH H 2N

H N

O

O Cl

H

HO

Rx-ID: 40402098 View in Reaxys 2/4 Yield

Conditions & References With hydrogenchloride in ethanol, water, T= 40 °C , Kinetics Desai, Salil Dileep; Kirsch, Lee E.; International Journal of Chemical Kinetics; vol. 47; nb. 8; (2015); p. 471 - 488 View in Reaxys O

OH

O

H 2N

H N

O Cl

O

H

HO

Rx-ID: 37262459 View in Reaxys 3/4 Yield 85 %

Conditions & References 4.6 Hydrolysis of N-(α-ketoacyl)anthranilic acids 3 General procedure: To a stirred suspension of N-(α-ketoacyl)anthranilic acids 3 (3mmol) in water (10mL) aqueous hydrochloric acid (37percent, 15mL) was added portion-wise at room temperature. The reaction mixture was refluxed, until the starting compound 3 was present according to TLC analysis (1–7h). The reaction mixture was cooled down to room temperature and the precipitate (if formed) was removed by filtration. The filtrate was evaporated to dryness using rotary evaporator and the residue was recrystallized to give anthranilic acid hydrochloride (4·HCl).

With hydrogenchloride, water, Time= 4h, Reflux Kafka, Stanislav; Proisl, Karel; Kasparkova, Vera; Urankar, Damijana; Kimmel, Roman; Kosmrlj, Janez; Tetrahedron; vol. 69; nb. 51; (2013); p. 10826 - 10835 View in Reaxys

OH H 2N

O

O Cl

H

O N

HO

O

Rx-ID: 2021174 View in Reaxys 4/4 Yield

Conditions & References With hydrogenchloride, tin(ll) chloride in ethanol, water, T= 30 °C , various concentration of HCl; different amounts of H2O as solvent; addition different amounts of H2SO4, Rate constant, Mechanism Xing, Wen-Kan; Ogata, Yoshiro; Journal of Organic Chemistry; vol. 47; nb. 18; (1982); p. 3577 - 3581 View in Reaxys

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