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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 53772Generated: October 28, 2026

Water → 5-Bromo-2,3-diaminobenzotrifluoride

https://huagongshe.com/reaction/53772

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantStannous ChlorideHCID 24479—
ReactantSodium BicarbonateHCID 516892—
Reactant4-Bromo-2-nitro-6-(trifluoromethyl)anilineHCID 10850672—
SolventEthanolHCID 702—
Product5-Bromo-2,3-diaminobenzotrifluorideHCID 1051515264.6%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a stirred mixture of 2-amino-5-bromo-3-nitrobenzotrifluoride (261 mg, 0.949 mmol) in ethanol (4 mL) was added SnCl2.2 H2O (1.076 g, 4.745 mmol) in one portion. The mixture was refluxed at 80° C. (oil bath 90° C.) for 1 h. The solution was cooled to room temperature and ice water (20 g) was added. It was adjusted to pH=7 with NaHCO3 and extracted by ethyl acetate (2×4 mL). The extract was dried over Mg2SO4 and evaporated to give 150 mg (64.6%) of 2,3-diamino-5-bromobenzotrifluoride as a brown solid. 1H NMR (CDCl3): δ 3.503 (s, 2H); 3.898 (s, 2H); 6.987 (d, 1H, J=1.8 Hz); 7.123 (d, 1H, J=1.8 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05620979
Source datasetuspto-grants-1997_04
ORD IDord-66c4b3eeda044bfb8ef56a90bd7639df
Source noteuspto-grants-1997_04