Triethylamine → 2-[Methyl(3,5,6-trichloropyrazin-2-yl)amino]ethan-1-ol

HRID 437024Notes

Reaction equation

HRID 437024 reaction equation
Cl[C:2]1[N:7]=[C:6]([Cl:8])[C:5]([Cl:9])=[N:4][C:3]=1[Cl:10].CNC([OH:15])C.[CH2:16]([N:18]([CH2:21]C)CC)[CH3:17]>>[CH3:21][N:18]([C:2]1[C:3]([Cl:10])=[N:4][C:5]([Cl:9])=[C:6]([Cl:8])[N:7]=1)[CH2:16][CH2:17][OH:15]

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 311820TetrachloropyrazineHCID 5247031N-Methylaminoethanol

Product 1

HCID 214299412-[Methyl(3,5,6-trichloropyrazin-2-yl)amino]ethan-1-ol

Procedure

A mixture of tetrachloropyrazine (10.8 g, 0.05 mol), methylaminoethanol (3.7 g, 0.05 mol), and triethylamine (10 g, 0.1 mol) was stirred overnight at room temperature. The white solid was filtered out and the filtrate concentrated on the rotary evaporator to leave a yellow oil. This was distilled on a Kugelrohr apparatus to give 10 g (78% of theoretical yield) of a yellow oil (b.p. 110° at 0.05 mm Hg).

Workup

  1. filtrationThe white solid was filtered out
  2. concentrationthe filtrate concentrated on the rotary evaporator
  3. customto leave a yellow oil
  4. distillationThis was distilled on a Kugelrohr apparatus
  5. customto give
  6. custom10 g (78% of theoretical yield) of a yellow oil (b.p. 110° at 0.05 mm Hg)

Sources & evidence

ORD record
ord-12a9775bf6c84007a1c62736d757edb0
Source dataset
uspto-grants-1977_06
Patent number
US04029657

Reaction notes

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