Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | Ethyl 4-isothiocyanatobenzoate | HCID 71003 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178468987 | HCID 178468987 | 55% |
Reaction Steps
20 g of 4-carboethoxyphenyl isothiocyanate and 6.5 g of sodium azide are added to water and heated at 80° C. After 2 hours of reaction, the reaction mixture is filtered, cooled and acidified with hydrochloric acid to give crystals of 1-(4-carboethoxyphenyl)-5-mercaptotetrazole. To the crystals are added 5 equivalents of sodium hydroxide (1N NaOH in water) and the mixture is heated at 80° C. for 5 hours. After cooling, the reaction mixture is acidified with hydrochloric acid to cause crude crystals of Compound III-4 to separate out. The crystals are recrystallized from methanol. Yield: 55%, m.p. about 195° C. (decomposed).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04683189 |
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| Source dataset | uspto-grants-1987_07 |
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| ORD ID | ord-1c4da6bcbb5c45cc9fd00fda92d2504c |
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| Source note | uspto-grants-1987_07 |
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