Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Anthranilic Acid | HCID 227 | — |
| Reactant | Phthalimide | HCID 6809 | — |
| Reactant | Phthalic Anhydride | HCID 6811 | — |
| Reactant | 2-Chlorotoluene | HCID 7238 | — |
| Reactant | Sodium Dichromate | HCID 25408 | — |
| Reactant | 2-Hydroxydithiobenzoic acid | HCID 68243 | — |
| Reactant | Azanium 1,1-dioxo-1,2-benzothiazol-3-one | HCID 22572170 | — |
| Reactant | HCID 178507095 | HCID 178507095 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-Chlorobenzoic Acid | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04135028 |
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| Source dataset | uspto-grants-1979_01 |
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| ORD ID | ord-818402e49d0947e6bbd193011cbdc65b |
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| Source note | uspto-grants-1979_01 |
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