Hydrochloric Acid → Benzoic acid, 2-amino-3-chloro-, methyl ester

HRID 1470712Notes

Reaction equation

HRID 1470712 reaction equation
[NH2:1][C:2]1[C:10]([Cl:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH3:12]O.Cl>>[NH2:1][C:2]1[C:10]([Cl:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([O:6][CH3:12])=[O:5]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 808072-Amino-3-chlorobenzoic acid

Product 1

HCID 11030511Benzoic acid, 2-amino-3-chloro-, methyl esterYield 75%

Conditions

Temperature
65 °C

Procedure

5.13 g (0.03 mol) of 2-amino-3-chlorobenzoic acid and 24 ml (0.59 mol) of methanol were added to a 100 ml four-necked flask equipped with a stirrer, a reflux condenser, a thermometer, and a dropping funnel, and a hydrogen chloride gas was blown in with stirring at 65° C. After 10 hours, the reaction solution was analyzed by HPLC by the absolute calibration method, and as a result, the yield was 75%.

Workup

  1. customequipped with a stirrer, a reflux condenser

Sources & evidence

ORD record
ord-20bedd95ec474884a6bf63ac3b608890
Source dataset
uspto-grants-2015_04
Patent number
US09006477B2

Reaction notes

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