Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formamide | HCID 713 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Formamidine acetate | HCID 160693 | — |
| Reactant | 2-Amino-3-tert-butylbenzoic acid | HCID 10104063 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 136278287 | HCID 136278287 | — |
Reaction Steps
Procedure analogous to M. Berg et al., Chem. Med. Chem. 2009, 4, 2, 249: a mixture of 19.3 g (100 mmol) of 2-amino-3-tert-butylbenzoic acid [917874-35-2], 31.4 g (300 mmol) of formamidine acetate [3473-63-0] and 4.4 ml (110 mmol) of formamide is stirred at 160° C. for 12 h. After cooling to 60° C., a mixture of 200 ml of ethanol and 200 ml of 2 N sodium hydroxide solution is added dropwise, the mixture is filtered through a P4 frit covered with sea sand in order to remove polymeric material and then rendered neutral by addition of 2 N hydrochloric acid. After stirring for 12 h, the crystals formed are filtered off with suction and washed three times with 100 ml of water each time. Yield: 13.9 g (68 mmol), 68%. Purity: >95% according to 1H-NMR.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09273080B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-35b0c839c79544f7bb7a8c5c03a48d09 |
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| Source note | uspto-grants-2016_03 |
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