Triethylamine → HCID 58362479, compound

HRID 2361506Notes

Reaction equation

HRID 2361506 reaction equation
[Cl:1][C:2]([Cl:11])([Cl:10])[C:3](=O)/[CH:4]=[CH:5]/OCC.[NH:12]1[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[N:14]=[C:13]1[NH2:21].C(N(CC)CC)C>C1(C)C=CC=CC=1>[Cl:11][C:2]([Cl:1])([Cl:10])[C:3]1[CH:4]=[CH:5][N:12]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[N:14]=[C:13]2[N:21]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 136242-AminobenzimidazoleHCID 641125(E)-1,1,1-Trichloro-4-ethoxy-but-3-en-2-one

Product 1

HCID 58362479HCID 58362479, compoundYield 100.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

(E)-1,1,1-trichloro-4-ethoxybut-3-en-2-one (6.1 g, 28.0 mmol) was added to a solution containing 1H-benzo[d]imidazol-2-amine (3.73 g, 28.0 mmol) and Triethylamine (3.91 mL, 28.0 mmol) in Toluene (Volume: 100 mL). Heated the reaction to 120° C. for 2 hours. Let the reaction cool to room temperature and concentrated under vacuum. Diluted with water and filtered. Collected solid and dried under vacuum to afford crude 2-(trichloromethyl)benzo[4,5]imidazo[1,2-a]pyrimidine (8.04 g, 28.1 mmol, 100% yield).

Workup

  1. temperatureHeated
  2. customthe reaction to 120° C. for 2 hours
  3. concentrationconcentrated under vacuum
  4. additionDiluted with water
  5. filtrationfiltered
  6. customCollected solid
  7. customdried under vacuum

Sources & evidence

ORD record
ord-7bd0ba45b582456484808ae035e22144
Source dataset
uspto-grants-2014_04
Patent number
US08691187B2

Reaction notes

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