Dimethylformamide → HCID 86609249, compound

HRID 2374451Notes

Reaction equation

O=P(Cl)(Cl)[Cl:3].CN([CH:9]=[O:10])C.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][C:19]([C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=2[Cl:28])=O)=[CH:14][CH:13]=1>ClC(Cl)C>[Cl:3][C:19]([C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=1[Cl:28])=[C:18]([C:15]1[CH:16]=[CH:17][C:12]([Cl:11])=[CH:13][CH:14]=1)[CH:9]=[O:10]

Participants

Conditions

Temperature: -5 °C

Procedure

7 ml of POCl3 are added dropwise to a solution of 6.6 ml of DMF in 4 ml of dichloroethane, cooled to −5° C., under nitrogen, and then the temperature is allowed to rise and 7 g of 2-(4-chlorophenyl)-1-(2,4-dichlorophenyl)ethanone are added. The reaction medium is heated at 50° C. for 16 hours and then the mixture is poured into 100 ml of ice-cold water. The medium is extracted with DCM and then the organic phase is washed with a saturated NaHCO3 solution, water, and then an NaCl solution. 1.45 g of the expected compound are obtained, which compound crystallizes from isopropyl ether, m.p.=128° C.

Workup

temperatureThe reaction medium is heated at 50° C. for 16 hours
extractionThe medium is extracted with DCM
washthe organic phase is washed with a saturated NaHCO3 solution, water

Sources & evidence

ORD record: ord-85b984b3b2744261ba79a84cdc9d882a
Source dataset: uspto-grants-2008_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07462631B2

Reaction notes

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