5-Chloro-6-nitro-1H-benzo[d]imidazol-2(3H)-one synthesis
- Product Name:5-Chloro-6-nitro-1H-benzo[d]imidazol-2(3H)-one
- CAS Number:60713-78-2
- Molecular formula:C7H4ClN3O3
- Molecular Weight:213.58
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Yield:60713-78-2 76%
Reaction Conditions:
in tetrahydrofuran at 0 - 23;
Steps:
40.A
To a solution of 4-chloro-5-nitro-benzene-1 ,2-diamine (8.34 g, 44.4 mmol) and THF (625 ml_) was added carbonyl diimidazole (8.65 g, 53.3 mmol) at 0 0C. The reaction mixture was allowed to warm to 23 0C and was stirred for 20 h at this temperature. The reaction mixture was concentrated to a volume of 300 ml_ and 500 ml_ aqueous 1 M HCI was added, followed by water (total volume 2 L). The resulting suspension was cooled at 0 0C for 2 h, and the precipitate was collected and dried on the filter. It was then triturated with cold EtOAc (20 ml_) and rinsed EtOAc (2 x 5 ml_) to yield the titled compound (7.26 g, 76% yield). MS (ESI/CI): mass calcd. for C7H4CIN3O3, 213.0; m/z found, 214.0 [M+H]+.
References:
WO2009/134750,2009,A1 Location in patent:Page/Page column 80
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2034-23-3
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