Triethylamine → HCID 178512266, compound

HRID 1857465Notes

Reaction equation

HRID 1857465 reaction equation
C1C=CC(O[C:8]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[N:9][C:10]#[N:11])=CC=1.[F:19][C:20]([F:33])([F:32])[C:21]1[CH:22]=[C:23]([CH:25]=[C:26]([C:28]([F:31])([F:30])[F:29])[CH:27]=1)[NH2:24].C(N(CC)CC)C>ClCCl>[F:19][C:20]([F:32])([F:33])[C:21]1[CH:22]=[C:23]([NH:24][C:8](=[N:9][C:10]#[N:11])[O:12][C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:25]=[C:26]([C:28]([F:29])([F:31])[F:30])[CH:27]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 9480Benzenamine, 3,5-bis(trifluoromethyl)-HCID 688090Diphenyl N-Cyanocarbonimidate

Product 1

HCID 178512266HCID 178512266, compoundYield 73.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of diphenylcyanocarbonimidate (2 mmol, 476 mg), 3,5-bis(trifluoromethyl)aniline (2 mmol, 458 mg) and triethylamine (2 mmol, 202 mg) in dichloromethane (15 ml) was stirred under nitrogen for 12 h. After concentration the residue was stirred with toluene (5 ml) for 2 h and the solid was collected by filtration giving 550 mg of N-[3,5-bis(trifluoromethyl)phenyl]-N'-cyano-O-phenylisourea (73.6%);

Workup

  1. concentrationAfter concentration the residue
  2. filtrationthe solid was collected by filtration

Sources & evidence

ORD record
ord-78a6d33fba2a48b1a57ce37aa2fa30ed
Source dataset
uspto-grants-2000_11
Patent number
US06147098

Reaction notes

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