1,2-Dichloro-4-nitrobenzene → HCID 68486166, compound

HRID 1428817Notes

Reaction equation

HRID 1428817 reaction equation
N12CCCN=C1CCCCC2.[C:12]([C:16]1[CH:21]=[CH:20][C:19]([SH:22])=[CH:18][CH:17]=1)([CH3:15])([CH3:14])[CH3:13].[Cl:23][C:24]1[CH:25]=[C:26]([N+:31]([O-:33])=[O:32])[CH:27]=[CH:28][C:29]=1Cl>CN(C=O)C>[C:12]([C:16]1[CH:17]=[CH:18][C:19]([S:22][C:29]2[CH:28]=[CH:27][C:26]([N+:31]([O-:33])=[O:32])=[CH:25][C:24]=2[Cl:23])=[CH:20][CH:21]=1)([CH3:15])([CH3:13])[CH3:14]

Participants

5

Reactant 3

HCID 74431,2-Dichloro-4-nitrobenzeneHCID 754544-Tert-ButylbenzenethiolHCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene

Product 1

HCID 68486166HCID 68486166, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Neat 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU, 1.2 mL, 7.8 mmol) was added dropwise to a solution of 4-tert-butylthiophenol (0.95 g, 5.7 mmol), 3,4-dichloronitrobenzene (1.0 g, 5.2 mmol), and DMF (15 mL). The solution was stirred for 1 h at ambient temperature then 1 h at 60° C. The mixture was allowed to cool and was poured over ice. The resulting yellow precipitate was collected and dried. The crude product was used without further purification.

Workup

  1. custom1 h
  2. customat 60° C
  3. temperatureto cool
  4. additionwas poured over ice
  5. customThe resulting yellow precipitate was collected
  6. customdried
  7. customThe crude product was used without further purification

Sources & evidence

ORD record
ord-fb0de1013de247e9b55a42ee0d1db527
Source dataset
uspto-grants-2015_01
Patent number
US08937078B2

Reaction notes

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