Ethyl Acetate → HCID 5171266, compound

HRID 1703048Notes

Reaction equation

HRID 1703048 reaction equation
[C:1]1(=[O:11])[NH:5][C:4](=[O:6])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[K].Cl[CH2:14][N:15]1[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[N:17]=[N:16]1.C(OCC)(=O)C>CN(C)C=O>[C:1]1(=[O:11])[N:5]([CH2:14][N:15]2[C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=3[N:17]=[N:16]2)[C:4](=[O:6])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 33282221-(Chloromethyl)-1H-benzotriazoleHCID 24194345Phthalimide potassium salt2×

Product 1

HCID 5171266HCID 5171266, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of potassium phthalimide (5.55 g) and crude 1-(chloromethyl)benzotriazole (5.02 g) in 75 ml dimethylformamide was stirred at ambient temperature for 2 hours. An additional portion of potassium phthalimide (1.0 g) was added. After 2 hours an aqueous ethyl acetate extractive work up gave a crude solid. Recrystallization from acetonitrile gave a colorless solid, m.p. 177°-180° C. (5.49 g).

Workup

  1. customRecrystallization from acetonitrile
  2. customgave a colorless solid, m.p. 177°-180° C. (5.49 g)

Sources & evidence

ORD record
ord-4d3a528699ec406d9152dc77f524711c
Source dataset
uspto-grants-1982_09
Patent number
US04350752

Reaction notes

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