Nitrogen oxide (N2O4) → 3-(4'-Bromophenyl)-2-nitronaphtho-[1,2-b]furan

HRID 443351

Reaction equation

HRID 443351 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]3[CH:20]=[CH:19][C:18]4[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=4)[C:10]=3[O:11][CH:12]=2)=[CH:4][CH:3]=1.[N+:21]([O-:26])([N+]([O-])=O)=[O:22]>ClCCl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:9]3[CH:20]=[CH:19][C:18]4[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=4)[C:10]=3[O:11][C:12]=2[N+:21]([O-:26])=[O:22])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 25352Nitrogen oxide (N2O4)HCID 155716033-(4'-Bromophenyl)naphtho-[1,2-b]furan

Product 1

HCID 155716043-(4'-Bromophenyl)-2-nitronaphtho-[1,2-b]furan

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2 g. of the product of step B in 50 ml. of dichloromethane is treated with 2.0 g. of dinitrogen tetraoxide, and the mixture is stirred at about 20° C. for about 18 hours. The mixture is evaporated, and the residue obtained is recrystallized from aqueous ethanol to provide yellow crystals of 3-(4'-bromophenyl)-2-nitronaphtho-[1,2-b]furan, m.p. 230°-233° C.

Workup

  1. customThe mixture is evaporated
  2. customthe residue obtained
  3. customis recrystallized from aqueous ethanol

Sources & evidence

ORD record
ord-6889d6eac96840a48d424cf19115bdae
Source dataset
uspto-grants-1981_04
Patent number
US04260547

Linked notes

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