Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Anthranilic Acid | HCID 227 | — |
| Reactant | Methane | HCID 297 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 69747102 | HCID 69747102 | 110.1% |
Reaction Steps
13.7 g (0.1 mol) of anthranilic acid was added in three portions to the warmed solution of 26.0 g of sodium carbonate in 150 ml of water, 23.0 g (0.12 mol) of p-toluenesulfonyl chloride was added to the solution in 5 portions over a period of 20 minutes. Maintained the reaction mixture at 60-70° C. for additional 0.5 h, and rised to 85° C., 1.0 g of Norit was added cautiously and the solution was fitered. The filtrate was cooled and acidified with dilute HCl, the product was isolated by filtration and washed with dilute hydrochloric acid and then water. After recrystallized from 95% ethanol there was obtained the title compound (20.0 g) as white crystal, yield 68.7%, m.p. 229-232° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06960611B2 |
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| Source dataset | uspto-grants-2005_11 |
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| ORD ID | ord-305f34d0431c41d5b6a1bacfb22171b7 |
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| Source note | uspto-grants-2005_11 |
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