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107582-20-7

Methyl 2,3-diaminobenzoate

CAS: 107582-20-7

Molecular Formula: C8H10N2O2

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107582-20-7 - Names and Identifiers

Name Methyl 2,3-diaminobenzoate
Synonyms Methyl 2,3-diaminobenzoate
METHYL 2,3-DIAMINOBENZOATE
2,3-DIAMINOBENZOIC ACID METHYL ESTER
2,3-diamino benzoicacid methyl ester
2,3-Diaminobenzoic acid methyl ester
2,3-Diamino-benzoic acid methyl ester
Benzoic acid, 2,3-diamino-, methyl ester
2,3-Diaminobenzoic Acid Methyl EsterDiscontinued. See D416211
CAS 107582-20-7
InChI InChI=1/C8H10N2O2/c1-12-8(11)5-3-2-4-6(9)7(5)10/h2-4H,9-10H2,1H3

107582-20-7 - Physico-chemical Properties

Molecular FormulaC8H10N2O2
Molar Mass166.18
Density1.260±0.06 g/cm3(Predicted)
Melting Point68-70°C
Boling Point322.6±22.0 °C(Predicted)
Flash Point176.5°C
Vapor Presure0.000277mmHg at 25°C
AppearanceYellow solid
ColorLight yellow to Brown
pKa3.02±0.10(Predicted)
Storage ConditionKeep in dark place,Inert atmosphere,2-8°C
Refractive Index1.622

107582-20-7 - Risk and Safety

Risk CodesR36/37/38 - Irritating to eyes, respiratory system and skin.
R43 - May cause sensitization by skin contact
Safety DescriptionS26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection.
S36/37 - Wear suitable protective clothing and gloves.

107582-20-7 - Reference Information

Application Methyl 2,3-diaminobenzoate is a pharmaceutical intermediate that can be used to prepare 2-ethoxy-4-methyl formate-3-hydro-benzimidazole, and then trityl candesartan intermediate can be prepared.
preparation step 1. the preparation of 2-methyl formate -6-nitro-benzoic acid 200 g3-nitrophthalic acid and 1L methanol are added to the reaction bottle. 104mL of thionyl chloride was added dropwise in ice water bath, and the dripping was completed in 2 hours. Heat up to reflux and react for 24 hours. The reaction mixture was concentrated to dry and washed with petroleum ether. Filtration resulted in 210.5g of 2-methyl formate -6-nitro-benzoic acid white solid with a yield of 99%. Step 2. the preparation of 2-amino -3-nitro-benzoate methyl 100 2-methyl formate -6-nitro-benzoic acid, 800mL chloroform and 133.3mL 98% sulfuric acid were sequentially added to the reaction bottle. 56g of sodium azide was added in batches at room temperature for about 100min. The temperature was raised to 50 ℃ and the reaction was carried out for 22 hours. The reaction mixture is cooled to room temperature, the solvent is decanted, the chloroform is washed, 400mL of water is added, and filtered to obtain 78.4g of yellow solid with a yield of 90%. Step 3. Preparation of methyl 2,3-diaminobenzoate Methyl 5g2-amino-3-nitro-benzoate, 50mL concentrated hydrochloric acid, 25 gSnCl2 · 2H2O were sequentially added to the reaction bottle and reacted at room temperature for 5 hours. The reaction mixture was adjusted to pH to 8 with saturated sodium carbonate solution, ethyl acetate extraction, organic phases were combined, and solvent was distilled to obtain 4g of light yellow solid of 2, 3-diamino-benzoate.
Last Update:2024-04-09 02:00:05
107582-20-7
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