Triethylamine → HCID 13749911, compound

HRID 979977Notes

Reaction equation

HRID 979977 reaction equation
Cl[C:2]1[C:7]([Cl:8])=[N:6][CH:5]=[CH:4][N:3]=1.[NH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[SH:16].C(N(CC)CC)C>O1CCCC1.CO>[Cl:8][C:7]1[C:2]([S:16][C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[NH2:9])=[N:3][CH:4]=[CH:5][N:6]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 87132-AminothiophenolHCID 785752,3-Dichloropyrazine

Product 1

HCID 13749911HCID 13749911, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of 2,3-dichloropyrazine (7.45 g, 50 mmoles) and ortho-aminothiophenol (6.25 g, 50 mmoles) in tetrahydrofuran (50 ml) was added dropwise a solution of triethylamine (6 g) in THF (25 ml) over a period of 10 minutes. A cold water bath was used to control the modest exotherm and maintain the temperature below 20°. The triethylamine chloride was removed by filtration and the filtrate was evaporated to yield a solid that was slurried for 1 hour in methanol (75 ml). The solid thus obtained was recrystallized from methanol to yield the title compound, m.p. 130°-135° (dec.).

Workup

  1. customA cold water bath was used
  2. temperaturemaintain the temperature below 20°
  3. customThe triethylamine chloride was removed by filtration
  4. customthe filtrate was evaporated
  5. customto yield a solid
  6. customThe solid thus obtained
  7. customwas recrystallized from methanol

Sources & evidence

ORD record
ord-3a1001121a734adf9e970994359dc004
Source dataset
uspto-grants-1987_01
Patent number
US04634766

Reaction notes

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