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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2163598Generated: October 25, 2026

Ammonia → 2-Chlorobenzoic Acid

https://huagongshe.com/reaction/2163598

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantAnthranilic AcidHCID 227—
ReactantPhthalimideHCID 6809—
ReactantPhthalic AnhydrideHCID 6811—
Reactant2-ChlorotolueneHCID 7238—
ReactantSodium DichromateHCID 25408—
Reactant2-Hydroxydithiobenzoic acidHCID 68243—
ReactantAzanium 1,1-dioxo-1,2-benzothiazol-3-oneHCID 22572170—
ReactantHCID 178507095HCID 178507095—
SolventMethanolHCID 887—
Product2-Chlorobenzoic AcidHCID 8374—

Reaction Steps

A further production process comprises converting phthalic acid anhydride into phthalimide and phthalimide into anthranilic acid, diazotising the anthranilic acid and reacting the diazotised product with sodium sulphide/sulphur to dithiosalicylic acid, esterifying the dithiosalicylic acid with methanol, and reacting the esterified product by means of oxidating chlorination to methyl benzoate-o-sulphonic acid chloride and subsequently converting this with ammonia into the saccharin ammonium salt. Another method consists of oxidising o-chlorotoluene with sodium bichromate to give o-chlorobenzoic acid, subsequently reacting this with sodium sulphite to o-sulphobenzoic acid, esterifying this with methanol and reacting the esterified product with thionyl chloride or sulphuryl chloride to methyl benzoate-o-sulphonic acid chloride, and converting this with ammonia into the saccharin ammonium salt.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04135028
Source datasetuspto-grants-1979_01
ORD IDord-818402e49d0947e6bbd193011cbdc65b
Source noteuspto-grants-1979_01