4-Chloro-2-[(ethoxycarbonyl)amino]benzonitrile → HCID 18367830, compound

HRID 379901Notes

Reaction equation

HRID 379901 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.[Cl:16][C:17]1[CH:18]=[CH:19][C:20]([N+:27]([O-:29])=[O:28])=[C:21]([CH:26]=1)[C:22](=[O:25])[CH2:23]Br>>[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:23]=1[C:22](=[O:25])[C:21]1[CH:26]=[C:17]([Cl:16])[CH:18]=[CH:19][C:20]=1[N+:27]([O-:29])=[O:28]

Participants

3

Reactant 2

HCID 183678884-Chloro-2-[(ethoxycarbonyl)amino]benzonitrileHCID 18368193HCID 18368193, compound

Product 1

HCID 18367830HCID 18367830, 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 5-chloro-2-nitrophenacyl bromide (Schofield, K.; and Simpson, J. C. E.; J. Chem. Soc., 1947, 1170-1174.). 1H-NMR (CDCl3) δ: 8.12 (1 H, d, J=1.8 Hz), 7.95 (1 H, d, J=8.4 Hz), 7.56-7.48 (3 H, m), 7.31 (1 H, dd, J=1.6, 8.4 Hz), 6.32 (2 H, br s), 3.99 (2 H, q, J=7.1 Hz), 1.09 (3 H, t, J=7.1 Hz).

Sources & evidence

ORD record
ord-a427ec626c764b5c89f38836daaebb68
Source dataset
uspto-grants-2001_10
Patent number
US06300363B1

Reaction notes

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