2,2,2-Trichloro-1-(4,5-dibromo-1H-pyrrol-2-yl)ethan-1-one → 2,2,2-trichloro-1-(4,5-dibromo-1-methyl-1H-pyrrol-2-yl)ethan-1-one

HRID 242360Notes

Reaction equation

HRID 242360 reaction equation
[Cl:1][C:2]([Cl:13])([Cl:12])[C:3]([C:5]1[NH:6][C:7]([Br:11])=[C:8]([Br:10])[CH:9]=1)=[O:4].Cl.N[C:16]1NC=C(CCCC(NCCCCCCCCCCCC)=O)N=1>>[Cl:13][C:2]([Cl:1])([Cl:12])[C:3]([C:5]1[N:6]([CH3:16])[C:7]([Br:11])=[C:8]([Br:10])[CH:9]=1)=[O:4]

Participants

3

Reactant 2

HCID 27633462,2,2-Trichloro-1-(4,5-dibromo-1H-pyrrol-2-yl)ethan-1-oneHCID 178443255HCID 178443255, compound

Product 1

HCID 579144012,2,2-trichloro-1-(4,5-dibromo-1-methyl-1H-pyrrol-2-yl)ethan-1-oneYield 96%

Procedure

Using the same general procedure as used for the synthesis of 2,2,2-trichloro-1-(4,5-dibromo-1H-pyrrol-2-yl)-ethanone 8, 5.00 g of 2-trichloroacetyl-1-methylpyrrole 12 gave 8.14 g (96%) of the title compound 14 as white needles. 1H NMR (300 MHz, DMSO-d6) δ 7.60 (s, 1H), 3.96 (s, 3H); 13C NMR (100 MHz, DMSO-d6) δ 170.86, 123.81, 122.68, 120.58, 99.58, 94.89, 37.60; HRMS (FAB) calcd for C7H4Br2Cl3NO (M+) 380.7725, found 380.7744.

Sources & evidence

ORD record
ord-4c764a03ad5f4803bbb8c7390e270113
Source dataset
uspto-grants-2014_02
Patent number
US08653124B2

Reaction notes

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