Diisopropylethylamine → HCID 54231445, compound

HRID 2302227Notes

Reaction equation

[Cl:1][C:2]1[C:10]([C:11]#[N:12])=[C:9]([Cl:13])[C:8]([F:14])=[CH:7][C:3]=1[C:4](Cl)=[O:5].[CH3:15][N:16]([CH3:24])[CH:17]=[CH:18][C:19]([O:21][CH2:22][CH3:23])=[O:20].C(N(C(C)C)C(C)C)C>ClCCl>[Cl:1][C:2]1[C:10]([C:11]#[N:12])=[C:9]([Cl:13])[C:8]([F:14])=[CH:7][C:3]=1[C:4]([C:18](=[CH:17][N:16]([CH3:24])[CH3:15])[C:19]([O:21][CH2:22][CH3:23])=[O:20])=[O:5]

Participants

Conditions

Temperature: 50 °C

Procedure

Starting at room temperature, a solution of 1075 g of 2,4-dichloro-3-cyano-5-fluorobenzoyl chloride (about 94% strength, corresponding to 1010.5 g=4.00 mol) in 850 ml of dichloromethane is added dropwise to a solution of 626 g (4.372 mol) of ethyl 3-dimethylamino-acrylate and 591 g (4.572 mol) of ethyl diisopropyl-amine (Hünig's base) in 1060 ml of dichloromethane. In the course of this, the temperature rises to about 50-55° C. (dropwise addition time about 90 minutes). The reaction mixture is subsequently stirred at 50° C. for 2 hours and then employed in the next stage without further working up.

Workup

customStarting at room temperature
customrises to about 50-55° C.
additiondropwise addition time about 90 minutes)

Sources & evidence

ORD record: ord-4a9e492fa55d4237b6831c633c2b68af
Source dataset: uspto-grants-2002_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06432948B1

Reaction notes

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