1-Fluoro-2-nitrobenzene → HCID 69057747, compound

HRID 1782394Notes

Reaction equation

HRID 1782394 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[CH:5][CH:6]=1.[N+:7]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1F)([O-:9])=[O:8]>>[N+:7]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[NH:1][C:2]1[S:3][CH:4]=[CH:5][CH:6]=1)([O-:9])=[O:8]

Participants

3

Reactant 2

HCID 738951-Fluoro-2-nitrobenzeneHCID 973732-Aminothiophene

Product 1

HCID 69057747HCID 69057747, compound

Procedure

Both paths start with a Gewald reaction to form appropriately substituted 2-amino-thiophenes (a). This type of reaction is described in Chem. Ber. 1965, 98, 3571-3577; Chem. Ber. 1966, 99, 94-100. The second step involves the reaction of 2-aminothiophene with 2-nitro-1-fluorobenzene (b), to give a 2-(2-nitro-anilino)thiophene.

Workup

  1. customBoth paths start with a Gewald reaction
  2. customThis type of reaction

Sources & evidence

ORD record
ord-04e9fdd4be344ec89e6c72bfdcb0480a
Source dataset
uspto-grants-2009_03
Patent number
US07498433B2

Reaction notes

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