3-Trifluoromethylisobutyranilide → Ethyl-N-(3-trifluoromethylphenyl)isobutyrimidate

HRID 1658671

Reaction equation

HRID 1658671 reaction equation
[B-](F)(F)(F)F.[CH3:6][CH2:7][O+](CC)CC.[F:13][C:14]([F:28])([F:27])[C:15]1[CH:16]=[C:17]([CH:24]=[CH:25][CH:26]=1)[NH:18][C:19](=[O:23])[CH:20]([CH3:22])[CH3:21]>ClCCl>[CH2:6]([O:23][C:19](=[N:18][C:17]1[CH:24]=[CH:25][CH:26]=[C:15]([C:14]([F:27])([F:28])[F:13])[CH:16]=1)[CH:20]([CH3:22])[CH3:21])[CH3:7]

Participants

4

Reactant 2

HCID 1372643-TrifluoromethylisobutyranilideHCID 2723982Triethyloxonium tetrafluoroborate

Product 1

HCID 21528116Ethyl-N-(3-trifluoromethylphenyl)isobutyrimidate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Add a solution of 5.0 g. (0.03 moles) of triethyloxonium fluoborate in 13 ml. of dichloromethane to a solution of 7.3 g. (0.03 moles) of 3'-trifluoromethylisobutyranilide in 60 ml. of dichloromethane and reflux for 20 hours. Remove 50 ml. of dichloromethane and add 150 ml. of dry ether to precipitate out the product of this example as its fluoborate salt, m.p.=95°-100°C.

Workup

  1. additionAdd a solution of 5.0 g
  2. customRemove 50 ml
  3. additionof dichloromethane and add 150 ml
  4. customof dry ether to precipitate out the product of this example as its fluoborate salt, m.p.=95°-100°C.

Sources & evidence

ORD record
ord-9ca430cf61254486bff17b0e0f712086
Source dataset
uspto-grants-1976_06
Patent number
US03965176

Linked notes

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