Triethylamine → HCID 57722639, compound

HRID 1986868Notes

Reaction equation

HRID 1986868 reaction equation
Cl[C:2]1[N:7]=[C:6]([S:8][C:9]#[N:10])[C:5]([N+:11]([O-:13])=[O:12])=[CH:4][N:3]=1.Cl.[Br:15][C:16]1[CH:23]=[CH:22][CH:21]=[CH:20][C:17]=1[CH2:18][NH2:19].C(N(CC)CC)C>CCO>[Br:15][C:16]1[CH:23]=[CH:22][CH:21]=[CH:20][C:17]=1[CH2:18][NH:19][C:2]1[N:7]=[C:6]([S:8][C:9]#[N:10])[C:5]([N+:11]([O-:13])=[O:12])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27242022-Bromobenzylamine hydrochlorideHCID 210775882-Chloro-5-nitropyrimidin-4-yl thiocyanate

Product 1

HCID 57722639HCID 57722639, compoundYield 80.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

2-Chloro-5-nitro-4-thiocyanatopyrimidine (100 mg, 0.46 mmol) was suspended in 1 mL absolute EtOH. o-Bromobenzylamine hydrochloride (103 mg, 0.46 mmol) was dissolved in 1 mL absolute EtOH and added to the reaction quickly at ambient temperature. Then triethylamine (129 μL, 0.92 mmol) was added dropwise via syringe. The reaction was stirred 16 h at ambient temperature. The resulting precipitate was filtered providing 136 mg of the desired (2-bromo-benzyl)-(5-nitro-4-thiocyanato-pyrimidin-2-yl)-amine as a white solid.

Workup

  1. additionadded to the reaction quickly at ambient temperature
  2. filtrationThe resulting precipitate was filtered

Sources & evidence

ORD record
ord-43e1c431b2a1464784ccb87abf1633cb
Source dataset
uspto-grants-2009_06
Patent number
US07550473B2

Reaction notes

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