Bromoform → HCID 22618615, compound

HRID 842146Notes

Reaction equation

N(OC(C)(C)C)=O.N[C:9]1[N:13]([C:14]2[C:19]([Cl:20])=[CH:18][C:17]([C:21]([F:24])([F:23])[F:22])=[CH:16][C:15]=2[Cl:25])[N:12]=[C:11]([C:26]#[N:27])[C:10]=1[N+:28]([O-:30])=[O:29].C(Br)(Br)[Br:32]>C(#N)C>[Br:32][C:9]1[N:13]([C:14]2[C:19]([Cl:20])=[CH:18][C:17]([C:21]([F:24])([F:23])[F:22])=[CH:16][C:15]=2[Cl:25])[N:12]=[C:11]([C:26]#[N:27])[C:10]=1[N+:28]([O-:30])=[O:29]

Participants

Conditions

Temperature: 55 °C

Procedure

Tertiary butyl nitrite (6.6 ml) was added at room temperature to a solution of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-nitropyrazole (3.7 g), bromoform (13.3 ml) and acetonitrile (10 ml). The mixture was heated at 50-60° C. for 4.5 hours and the solvents were evaporated to give an orange oil. This was purified by medium pressure liquid chromatography (eluant hexane/ether 2:1) to give 5-bromo-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-nitropyrazole (3.4 g) as a solid, m.p. 147-150° C.

Workup

customthe solvents were evaporated
customto give an orange oil
customThis was purified by medium pressure liquid chromatography (eluant hexane/ether 2:1)

Sources & evidence

ORD record: ord-dcba2f89602a4df6b8bbc3eb3ff1c6df
Source dataset: uspto-grants-2002_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06372774B1

Reaction notes

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