Benzene → 4-Methylthio-2-nitrobiphenyl

HRID 1464082Notes

Reaction equation

HRID 1464082 reaction equation
[CH3:1][S:2][C:3]1[CH:9]=[CH:8][C:6](N)=[C:5]([N+:10]([O-:12])=[O:11])[CH:4]=1.N(OCCCCC)=O.[CH:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[CH3:1][S:2][C:3]1[CH:9]=[CH:8][C:6]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[C:5]([N+:10]([O-:12])=[O:11])[CH:4]=1

Participants

4

Reactant 3

HCID 241BenzeneHCID 10026Pentyl nitriteHCID 108886074-(Methylsulfanyl)-2-nitroaniline

Product 1

HCID 190892664-Methylthio-2-nitrobiphenyl

Procedure

A mixture of 4-methylthio-2-nitroaniline (27.6 g), amyl nitrite (22.5 ml) and cupric chloride (4.5 g) in dry benzene (250 ml) was heated under reflux for 9 hours to give 4-methylthio-2-nitrobiphenyl (m.p. 51°-52° C.).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 9 hours

Sources & evidence

ORD record
ord-82a1b94d235d48fcb4c5b520f5fcce0c
Source dataset
uspto-grants-1994_04
Patent number
US05302720

Reaction notes

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