Pentabromotoluene → HCID 21330845, compound

HRID 616656Notes

Reaction equation

[Br:1][C:2]1[C:7]([Br:8])=[C:6]([Br:9])[C:5]([Br:10])=[C:4]([Cl:11])[C:3]=1[CH3:12].BrC1C(C)=C(Br)C(Br)=C(Br)C=1Br.C1C[NH2+]CC1.C1[O:34]C2OC1C2(C(I)I)CCC1(C(I)I)C2OC1CO2>>[Br:1][C:2]1[C:7]([Br:8])=[C:6]([Br:9])[C:5]([Br:10])=[C:4]([Cl:11])[C:3]=1[CH:12]=[O:34]

Participants

Reactant 3

HCID 6906Pentabromotoluene

HCID 38294Tetrabromo-o-chlorotoluene

HCID 161932HCID 161932, compound

Product 1

HCID 21330845HCID 21330845, compound

Procedure

When 2,3,4,5-tetrabromo-6-chlorotoluene, mp 268°-269°, was substituted for pentabromotoluene in Example 7 and the resultant dioxonium compound was hydrolyzed according to the procedure of Example 35 an essentially quantitative yield of the title compound was obtained. The structure of the novel high melting compound was confirmed by infrared and nuclear magnetic resonance spectroscopy as well as by elemental analysis.

Sources & evidence

ORD record: ord-1fa584f8504649e28f18330360ebeff1
Source dataset: uspto-grants-1978_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04075238

Reaction notes

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