Triethylamine → HCID 13233034, compound

HRID 1763187Notes

Reaction equation

HRID 1763187 reaction equation
Cl.[C:2]([S:6][CH2:7][NH:8][CH3:9])([CH3:5])([CH3:4])[CH3:3].[F:10][C:11]([F:22])([F:21])[C:12]1[CH:13]=[C:14]([N:18]=[C:19]=[O:20])[CH:15]=[CH:16][CH:17]=1.C(N(CC)CC)C>C(#N)C>[CH3:9][N:8]([CH2:7][S:6][C:2]([CH3:5])([CH3:4])[CH3:3])[C:19]([NH:18][C:14]1[CH:15]=[CH:16][CH:17]=[C:12]([C:11]([F:10])([F:21])[F:22])[CH:13]=1)=[O:20]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 94833-(Trifluoromethyl)phenyl isocyanateHCID 20309108N-(tert.-butylthiomethyl)-N-methyl amine hydrochloride

Product 1

HCID 13233034HCID 13233034, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Two grams of the product of Example I (0.0118 mole), 2.2 g. (0.0118 mole) of 3-trifluoromethylphenylisocyanate, and 100 ml. of acetonitrile are combined in a 250 ml. Erlenmeyer flask. The mixture is magnetically stirred, and 1.9 g. (0.0118 mole) of triethylamine are then added. The resulting mixture is stirred at room temperature for one hour and then poured into 300 ml. of ice water. The crystalline product is collected by filtration and dried to yield 2.0 g. (53% of theory) of the title compound, mp = 96°-99° C. Structure is confirmed by IR and NMR.

Workup

  1. stirringThe resulting mixture is stirred at room temperature for one hour
  2. additionpoured into 300 ml
  3. filtrationThe crystalline product is collected by filtration
  4. customdried
  5. customto yield 2.0 g

Sources & evidence

ORD record
ord-a6aadf5ed0a140938581a74509fa2f68
Source dataset
uspto-grants-1978_09
Patent number
US04111682

Reaction notes

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