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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1783665Generated: October 29, 2026

Methyl Isocyanate → 1-(1-Bromo-3-isopropyl-4-oxo-3,4-dihydro-phthalazin-6-yl)-3-methyl-urea

https://huagongshe.com/reaction/1783665

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl IsocyanateHCID 12228—
ReactantSodium hydrideHCID 24758—
Reactant7-Amino-2-Isopropyl-4-bromo-2H-phthalazin-1-oneHCID 21106580—
SolventTetrahydrofuranHCID 8028—
Product1-(1-Bromo-3-isopropyl-4-oxo-3,4-dihydro-phthalazin-6-yl)-3-methyl-ureaHCID 2110650878.3%

Reaction Steps

7-Amino-2-Isopropyl-4-bromo-2H-phthalazin-1-one (0.5 g, 1.77 mmol) was dissolved in THF (5 ml). To this was added NaH (60%, 0.14 g, 3.54 mmol) as a suspension in THF (2 ml) and the reaction mixture was stirred for 5 min. After this time methyl isocyanate (0.2 g, 3.55 mmol) was added in one portion and the reaction mixture was stirred at RT for a further 48 hours. After this time, the reaction mixture was partitioned between EtOAc (50 ml) and water (50 ml), the organic layer was separated, dried (MgSO4), filtered and concentrated under vacuum to give the title compound (0.47 g, 78% yield) as a light brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07501410B2
Source datasetuspto-grants-2009_03
ORD IDord-c7043891c3154eb2a99d8c1382fa8984
Source noteuspto-grants-2009_03