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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 921037Generated: October 30, 2026

Formamide → HCID 136278287, compound

https://huagongshe.com/reaction/921037

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormamideHCID 713—
ReactantSodium HydroxideHCID 14798—
ReactantFormamidine acetateHCID 160693—
Reactant2-Amino-3-tert-butylbenzoic acidHCID 10104063—
SolventEthanolHCID 702—
ProductHCID 136278287HCID 136278287—

Reaction Conditions

Temperature160 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273080B2
Source datasetuspto-grants-2016_03
ORD IDord-35b0c839c79544f7bb7a8c5c03a48d09
Source noteuspto-grants-2016_03