Hydrochloric Acid → 2-Hydrazinyl-1-methyl-1H-imidazole hydrochloride

HRID 1098250Notes

Reaction equation

[ClH:1].O1CCOCC1.[CH3:8][N:9]1[CH:13]=[CH:12][N:11]=[C:10]1[N:14](C(OC(C)(C)C)=O)[NH:15]C(OC(C)(C)C)=O>C(OCC)(=O)C>[ClH:1].[NH:14]([C:10]1[N:9]([CH3:8])[CH:13]=[CH:12][N:11]=1)[NH2:15]

Participants

Conditions

Temperature: 22 °C

Procedure

4 M Hydrogen chloride in dioxane (50 mL, 200.00 mmol) was added to di-tert-butyl 1-(1-methyl-1H-imidazol-2-yl)hydrazine-1,2-dicarboxylate (Intermediate AV3) (5.9 g, 18.89 mmol) in ethyl acetate (50 mL) at 22° C. The resulting solution was stirred at 22° C. for 20 hours. The reaction mixture was evaporated to dryness to afford the product (2.80 g) which was used without purification. 1H NMR (400 MHz, DMSO) δ 3.38 (3H, s), 6.90 (1H, d), 6.96 (1H, d).

Workup

customThe reaction mixture was evaporated to dryness

Sources & evidence

ORD record: ord-f58c7df8329f40f18002625ebdf8ae40
Source dataset: uspto-grants-2012_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08143263B2

Reaction notes

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