Triethylamine → HCID 11254737, compound

HRID 742252Notes

Reaction equation

HRID 742252 reaction equation
[CH2:1]([NH:3][CH2:4][C:5]([OH:7])=O)[CH3:2].[F:8][C:9]([F:20])([F:19])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N:16]=[C:17]=[S:18].C(N(CC)CC)C>C(Cl)Cl>[CH2:1]([N:3]1[CH2:4][C:5](=[O:7])[N:16]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[C:9]([F:8])([F:19])[F:20])[C:17]1=[S:18])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 316542N-EthylglycineHCID 7371622-(Trifluoromethyl)phenyl isothiocyanate

Product 1

HCID 11254737HCID 11254737, compoundYield 18.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared by the procedure described in Example 19 using 9.2 g of N-ethyl glycine, 10.2 g of 2-(trifluoromethyl)-phenyl-isothiocyanate, 10.1 g of triethylamine, and 150 mL of methylene chloride. The residue was further purified by flash chromatography on silica gel (methylene chloride). Crystallization from ethanol afforded the title compound (2.7 g), m.p. 82°-85° C. Anal. Calcd. for. C12H11F3N2O S: C, 50.00; H, 3.85; N,9.72. Found: C, 50.00; H, 3.61; N, 9.61. Mass spectrum (EI, M.+) m/z 288.

Workup

  1. customThe title compound was prepared by the procedure
  2. customThe residue was further purified by flash chromatography on silica gel (methylene chloride)
  3. customCrystallization from ethanol

Sources & evidence

ORD record
ord-e6948f970dea4b4395b5373f0c81f4b1
Source dataset
uspto-grants-1996_09
Patent number
US05554607

Reaction notes

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