Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Aminoacetonitrile hydrochloride | HCID 11491918 | — |
| Reactant | 4-Formylbenzoyl chloride | HCID 12424620 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 19855329 | HCID 19855329 | 79% |
Reaction Steps
First,12.2 g (0.12 mol) of triethylamine and then, dropwise with stirring, a solution of 10.1 g (0.06 mol) of 4-formylbenzoyl chloride in 10 ml of tetrahydrofuran are added at 0° C. to 5.6 g (0.06 mol) of 2-aminoacetonitrile hydrochloride in 50 ml of dimethylformamide at a rate such that the internal temperature does not exceed 10° C. When the addition is complete, the batch is stirred for a further 15 minutes at room temperature, poured into 400 ml of ice water and filtered, and the product thus obtained is dried. Extraction of the filtrate with 5 times 100 ml of ethyl acetate, washing the combined organic phases, drying over sodium sulphate and concentrating in vacuo yields a further fraction. In total, 8.9 g (79% of theory) of 2-(4-formylbenzoyl)-aminoacetonitrile of melting point 122°-125° C. are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04921993 |
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| Source dataset | uspto-grants-1990_05 |
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| ORD ID | ord-71233537968b42f38a351c511c4cab04 |
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| Source note | uspto-grants-1990_05 |
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