Dimethyl Sulfoxide → HCID 4163245, compound

HRID 1658446Notes

Reaction equation

HRID 1658446 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[C:11]1([CH2:17][CH2:18][NH2:19])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.CS(C)=O>O>[C:11]1([CH2:17][CH2:18][NH:19][C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 1001PhenethylamineHCID 74741-Chloro-4-nitrobenzene

Product 1

HCID 4163245HCID 4163245, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 50 g. of 1-chloro-4-nitrobenzene, 76 g. of 2-phenylethylamine, and 30 ml. of dimethylsulfoxide is heated for 18 hours at 150°C. The resultant reaction mixture is poured into 3 liters of water. The precipitate formed is recovered by filtration and recrystallized from ether to yield the product, N-(2-phenylethyl)-p-nitroaniline; m.p. 57°-59°C.

Workup

  1. additionA mixture of 50 g
  2. customThe resultant reaction mixture
  3. customThe precipitate formed
  4. filtrationis recovered by filtration
  5. customrecrystallized from ether

Sources & evidence

ORD record
ord-86076c4cdb944a5d81a8ee87dc2a62e5
Source dataset
uspto-grants-1976_06
Patent number
US03963780

Reaction notes

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