Triethylamine → 2-Chloro-3-nitro-4-[2-(2-thiophenyl)ethyl]aminopyridine

HRID 2379723Notes

Reaction equation

HRID 2379723 reaction equation
[Cl:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.[NH2:12][CH2:13][CH2:14][C:15]1[S:16][CH:17]=[CH:18][CH:19]=1.C(N(CC)CC)C>CCO>[Cl:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([NH:12][CH2:13][CH2:14][C:15]2[S:16][CH:17]=[CH:18][CH:19]=2)[CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 116521ThiopheneethanamineHCID 105357732,4-Dichloro-3-nitropyridine

Product 1

HCID 224633192-Chloro-3-nitro-4-[2-(2-thiophenyl)ethyl]aminopyridine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2,4-dichloro-3-nitropyridine (1.5 g), 2-aminoethylthiophene (1 g) and triethylamine (5 ml) is heated to reflux in EtOH (60 ml). The reaction mixture is cooled, the solvent evaporated and the residue chromatographed on silica gel (10% hexane/CH2Cl2) to yield the desired addition product.

Workup

  1. temperatureis heated
  2. temperatureThe reaction mixture is cooled
  3. customthe solvent evaporated
  4. customthe residue chromatographed on silica gel (10% hexane/CH2Cl2)
  5. customto yield the desired
  6. additionaddition product

Sources & evidence

ORD record
ord-613203d1ca4441929c5a71305fac5601
Source dataset
uspto-grants-1994_11
Patent number
US05364862

Reaction notes

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