2,4-Dimethoxybenzoyl chloride → N-(2,4-Dimethoxybenzoyl)-2-bromopyrrole

HRID 1106444Notes

Reaction equation

HRID 1106444 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]([O:12][CH3:13])[CH:9]=[CH:8][C:4]=1[C:5](Cl)=[O:6].[Br:14][C:15]1[NH:16][CH:17]=[CH:18][CH:19]=1>>[CH3:1][O:2][C:3]1[CH:11]=[C:10]([O:12][CH3:13])[CH:9]=[CH:8][C:4]=1[C:5]([N:16]1[CH:17]=[CH:18][CH:19]=[C:15]1[Br:14])=[O:6]

Participants

3

Reactant 2

HCID 27347192,4-Dimethoxybenzoyl chlorideHCID 122352682-Bromopyrrole

Product 1

HCID 18788306N-(2,4-Dimethoxybenzoyl)-2-bromopyrroleYield 299.4%

Procedure

Following the procedure of Example B, 2,4-dimethoxybenzoyl chloride (6.74 g, 3.36 mmol) and 2-bromopyrrole (22.4 mmol) gave 3.12 g of the title compound: mp 81-82° C.; 1H NMR (CDCl3) δ: 7.42 (1 H, t, J=8.4), 6.99 (1 H, t, J=1.8), 6.70-6.45 (2 H, m), 6.42-6.25 (1 H, m), 6.16 (1 H, t, J=3.5), 3.87 (3 H, s), 3.77 (3 H, s).

Sources & evidence

ORD record
ord-1f89d43697034e6e87e9d0e988e8620a
Source dataset
uspto-grants-2000_05
Patent number
US06057315

Reaction notes

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