Benzene, 2,4-dichloro-1,5-difluoro-3-nitro- → Benzene, 2,4-dichloro-1,5-difluoro-3-nitro-

HRID 487372Notes

Reaction equation

HRID 487372 reaction equation
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([F:9])=[C:4]([Cl:10])[CH:3]=1.[Cl:11][C:12]1[C:17]([F:18])=[CH:16][C:15]([F:19])=[C:14]([Cl:20])[C:13]=1[N+:21]([O-:23])=[O:22]>>[F:18][C:17]1[C:12]([Cl:11])=[C:13]([N+:21]([O-:23])=[O:22])[C:14]([Cl:20])=[C:15]([F:19])[CH:16]=1.[F:8][C:7]1[C:2]([Cl:1])=[CH:3][C:4]([Cl:10])=[C:5]([F:9])[C:6]=1[N+:21]([O-:23])=[O:22]

Participants

4

Reactant 2

HCID 10911296Benzene, 2,4-dichloro-1,5-difluoro-3-nitro-HCID 109541771,5-Dichloro-2,4-difluorobenzene

Product 2

HCID 10911296Benzene, 2,4-dichloro-1,5-difluoro-3-nitro-HCID 110097032,6-Difluoro-3,5-dichloronitrobenzene

Procedure

By nitration of 1,3-dichloro-4,6-difluorobenzene, the 2,6-dichloro-3,5-difluoronitrobenzene is available after stage 3 in good yields (75-95%) and selectivities (87:12; 3,5-difluoro-2,6-dichloronitrobenzene:2,6-difluoro-3,5-dichloronitrobenzene). (See also Trans. Ill. State Acad. Sci., 65, (1972) 75-80).

Sources & evidence

ORD record
ord-767bb3dcb3e848778c87f66b4f1dd3a6
Source dataset
uspto-grants-1994_03
Patent number
US05294742

Reaction notes

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