Acrylonitrile → HCID 10882179, compound

HRID 1241704Notes

Reaction equation

HRID 1241704 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]2=[N:8][C:9]3[C:22]4[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=4[N:16]([CH3:23])[C:15]4[C:10]=3[C:11]([CH:12]=[CH:13][CH:14]=4)=[C:4]2[CH:3]=1.[C:24](#[N:27])[CH:25]=[CH2:26]>>[CH3:23][N:16]1[C:15]2[C:10]3[C:11](=[C:4]4[C:5](=[N:8][C:9]=3[C:22]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]1=3)[CH:6]=[CH:7][C:2](/[CH:26]=[CH:25]/[C:24]#[N:27])=[CH:3]4)[CH:12]=[CH:13][CH:14]=2

Participants

3

Reactant 2

HCID 7855AcrylonitrileHCID 10925151HCID 10925151, compound2×

Product 1

HCID 10882179HCID 10882179, compoundYield 62%

Procedure

The general procedure (Method M) applied to 3-chloro-8-methyl-8H-quino[4,3,2-kl]acridine, 28 (300 mg, 0.94 mol) and acrylonitrile (0.144 mL, 2 eq) gave the title compound (193 mg, 0.58 mmol, 62%).

Sources & evidence

ORD record
ord-0cfd42040e4a4ceca7e1c16753a751de
Source dataset
uspto-grants-2006_10
Patent number
US07115619B2

Reaction notes

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