3-(2-Bromoacetyl)benzonitrile → HCID 18367764, compound

HRID 379826Notes

Reaction equation

HRID 379826 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([NH:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:3]=1.Br[CH2:17][C:18]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([C:26]#[N:27])[CH:21]=1)=[O:19]>>[NH2:7][C:6]1[C:5]2[C:4](=[CH:3][C:2]([Cl:1])=[CH:9][CH:8]=2)[N:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:17]=1[C:18](=[O:19])[C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([C:26]#[N:27])[CH:21]=1

Participants

3

Reactant 2

HCID 27358673-(2-Bromoacetyl)benzonitrileHCID 183678884-Chloro-2-[(ethoxycarbonyl)amino]benzonitrile

Product 1

HCID 18367764HCID 18367764, compound

Procedure

The title compound was prepared according to the procedure described in step 2 of Example 1 from 4-chloro-2-(ethoxycarbonylamino)benzonitrile (Example 1, step 1) and 2-bromo-3′-cyanoacetophenone. 1H-NMR (CDCl3) δ: 8.21 (1H , d, J=1.8 Hz), 8.03 (1H, s), 7.94 (1H, m), 7.80-7.72 (1H, m), 7.63-7.52 (2H, m), 7.32 (1H, dd, J=8.4, 1.8 Hz), 6.10 (2H, brs), 3.88 (2H, q, J=7.3 Hz), 0.95 (3H, t, J=7.3 Hz).

Sources & evidence

ORD record
ord-fb0198dc4e034a66b13f6bfa7ca05a76
Source dataset
uspto-grants-2001_10
Patent number
US06300363B1

Reaction notes

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