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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2301066Generated: October 25, 2026

Dimethylformamide → 1,3-Dimethyl-6-iodoquinazolinedione

https://huagongshe.com/reaction/2301066

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
Reactant6-iodo-1H-quinazoline-2,4-dioneHCID 11380668—
Product1,3-Dimethyl-6-iodoquinazolinedioneHCID 22287364—

Reaction Steps

Sodium hydride (0.24 g of a 60% dispersion in oil) was added portionwise to a stirred solution of 6-iodoquinazolinedione (0.58 g) (Method 53) and iodomethane (0.63 ml) in DMF (10 ml). The mixture was stirred for 1 hour then added cautiously to saturated aqueous ammonium chloride solution (200 ml). Extraction with ethyl acetate followed by recrystallization from ethanol plus a little chloroform gave the title compound (0.48 g) as a solid. MS (CI+): 317 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06498275B1
Source datasetuspto-grants-2002_12
ORD IDord-8ba1342a0d8e434cbc95233b6fc7fd11
Source noteuspto-grants-2002_12