Methyl 2-amino-4-chlorobenzoate
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Methyl 2-amino-4-chlorobenzoate
structure -
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CAS No:
5900-58-3
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Formula:
C8H8ClNO2
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Chemical Name:
Methyl 2-amino-4-chlorobenzoate
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Synonyms:
Benzoic acid,2-amino-4-chloro-,methyl ester;Anthranilic acid,4-chloro-,methyl ester;Methyl 4-chloroanthranilate;Methyl 2-amino-4-chlorobenzoate;4-Chloroanthranilic acid methyl ester;2-Methoxycarbonyl-5-chloroaniline;2-Amino-4-chlorobenzoic acid methyl ester;NSC 400871;Methyl 4-chloro-2-aminobenzoate
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CAS No:
Methyl 2-amino-4-chlorobenzoate Basic Attributes
185.61
185.61
1072895
201-938-5
400871
DTXSID90207743
2922499990
Safety Information
NONH for all modes of transport
3
36/37/38
26-36
DG1570000
Xi
P261-P305 + P351 + P338
H315-H319-H335
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 45 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Methyl 2-amino-4-chlorobenzoate Use and Manufacturing
17.1g of 4-chloro-2-aminobenzoic acid (0.1mol), 100mL of methanol was added to the reaction vessel, stirred to dissolve, cooled to -5 ~ 0 , Slowly added dropwise 10mL thionyl chloride, dropwise addition, remove the ice bath, slowly warmed to room temperature, stirred 0.5h, the reaction was warmed to reflux, the reaction 4h, steamed added 70mL methanol, the next set of applications, the raffinate Add ice water, add sodium bicarbonate to neutral, filter, the filter cake was dissolved with 100mL dichloromethane, filtered to give unreacted 4-chloro-2-amino benzoic acid 1.8g, can be applied directly to the next ester The methylene chloride layer was dried over 5 g of anhydrous sodium sulfate, filtered and the solvent was distilled off to obtain 15.4 g of methyl 4-chloro-2-aminobenzoate (2) in a yield of 83percent.A single-mouth bottle was charged with 10 g of 2-amino-4-chlorobenzoic acid, 150 ml of methanol, cooled to 0 to 5 ° C, and 10.4 g of thionyl chloride was added dropwise thereto.After the addition was completed, the temperature was refluxed for 24 hrs. It was cooled to room temperature and concentrated under reduced pressure to remove methanol.Add 100 ml of ethyl acetate, 100 ml of 5percent sodium carbonate solution, stir, let stand, separate the aqueous layer, and wash the organic layer with 100 ml of water.Dry over anhydrous sodium sulfate and concentrate under reduced pressureMethyl 2-amino-4-chlorobenzoate 8.9 g, yield 82percent.Methyl 2-amino-4-chlorobenzoate; To a mixture of 2-amino-4-chlorobenzoic acid (150 g, 0.88 mol) in MeOH (2.6 L) was added cone. HCl (0.5 L, 16.5 mol) and the reaction mixture was allowed to stir at reflux. After 12 h, the reaction mixture was allowed to cool to rt and was concentrated. Water (0.5 L) was added to the residue and the solution basified with 10percent aqueous NaOH. The resulting precipitate was filtered to give methyl 2-amino-4-chlorobenzoate (101 g, 62percent).First, into a 500-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed methanol/DCM (150/100 mL), 2-amino-4-chlorobenzoic acid (10 g, 58.28 mmol, 1.00 equiv). This was followed by the addition of TMSCHN
Used as pharmaceutical intermediate
Computed Properties
Molecular Weight:185.61
XLogP3:3.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:185.0243562
Monoisotopic Mass:185.0243562
Topological Polar Surface Area:52.3
Heavy Atom Count:12
Complexity:174
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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InquiryUnit Price: $100 /KG EXWCAS No.: 5900-58-3Grade: Pharmaceutical GradeContent: 99%
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