Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Thioglycolic Acid | HCID 1133 | — |
| Reactant | 3-Ethoxyaniline | HCID 12120 | — |
| Reactant | HCID 12823314 | HCID 12823314 | — |
| Catalyst | Copper Sulfate | HCID 24462 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 53748185 | HCID 53748185 | — |
Reaction Steps
32.2 g of thioglycolic acid and 56.4 g of crystalline copper sulphate are stirred for 30 minutes in 250 ml of water. Then an aqueous solution of 3-ethoxyphenyldiazonium chloride, prepared according to Example 1(a) from 34.3 g of 3-ethoxyaniline, is allowed to run in at 25° C. in 20 minutes. After a further 40 minutes' stirring, 64 ml of 36% strength hydrochloric acid are added. The mixture is stirred for 1 hour at 40°-50° C., filtered hot with suction and washed with 5% strength hydrochloric acid. The moist filtered solid is dissolved in 500 ml of water with 30 g of sodium carbonate, and heated to boiling with 5 g of active charcoal for 15 minutes. It is filtered hot and the filtrate is added to 85 ml of 36% strength hydrochloric acid to precipitate the 3-ethoxyphenylthioglycolic acid. It is filtered off with suction, washed with a little water and dried. 40.4 g of 3-ethoxyphenylthioglycolic acid are obtained, which is 75.7% of theory. The acid is 99.5% pure with a melting point of 105°-107° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04461911 |
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| Source dataset | uspto-grants-1984_07 |
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| ORD ID | ord-2c3a4c7377a241a0a692b1fe2a4cf386 |
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| Source note | uspto-grants-1984_07 |
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