2-Amino-5-chlorobenzoic acid → HCID 23030469, compound

Reaction equation

[Cl:1][C:2]1[CH:10]=[C:6]([C:7]([OH:9])=[O:8])[C:5]([NH2:11])=[CH:4][CH:3]=1.CO.[NH3:14]>>[Cl:1][C:2]1[CH:10]=[C:6]([C:7]([O-:9])=[O:8])[C:5]([NH2:11])=[CH:4][CH:3]=1.[NH4+:14]

Participants

Reactant 2

HCID 124762-Amino-5-chlorobenzoic acid

HCID 21705897Ammonia methanol

Product 1

HCID 23030469HCID 23030469, compoundYield 95%

Procedure

In a 50 mL volume glass vessel equipped with a stirrer and a thermometer were placed 5.0 g (29.1 mmol) of 5-chloroanthranilic acid and 20 mL (156 mmol) of 15 wt. % ammonia methanol solution. The reaction was carried out for 2 hours at room temperature. After the reaction was complete, the reaction mixture was concentrated under reduced pressure, to obtain 5.0 g (isolated yield: 95%) of ammonium 5-chloroanthranilate as pale yellow solid.

Workup

customIn a 50 mL volume glass vessel equipped with a stirrer
concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record: ord-7ed709d3d4e04b2c86cf4d953d772ce6
Source dataset: uspto-grants-2007_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07232903B2

Reaction notes

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