Triethylamine → HCID 19069746, compound

HRID 742244Notes

Reaction equation

HRID 742244 reaction equation
[CH2:1]([NH:3][CH2:4][C:5]([OH:7])=O)[CH3:2].[F:8][C:9]1[CH:18]=[CH:17][C:12]([CH2:13][N:14]=[C:15]=[S:16])=[CH:11][CH:10]=1.C(N(CC)CC)C>C(Cl)Cl>[CH2:1]([N:3]1[CH2:4][C:5](=[O:7])[N:14]([CH2:13][C:12]2[CH:17]=[CH:18][C:9]([F:8])=[CH:10][CH:11]=2)[C:15]1=[S:16])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 75963p-Fluorobenzyl isothiocyanateHCID 316542N-Ethylglycine

Product 1

HCID 19069746HCID 19069746, compoundYield 38.3%

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, 8.4 g of 4-fluorobenzyl-isothiocyanate, 10.1 g of triethylamine, and 150 mL of methylene chloride. Purification was achieved through crystallization from ethyl acetate/hexane mixture. Title compound (4.85 g) was obtained as a white solid, m.p. 73°-76° C. Anal. Calcd. for. C12H13F N2O S: C, 57.12; H, 5.19; N, 11.10 Found: C, 56.97; H,5.15; N, 11.06. Mass spectrum (EI, M.+) m/z 252.

Workup

  1. customThe title compound was prepared by the procedure
  2. customPurification
  3. customwas achieved through crystallization from ethyl acetate/hexane mixture

Sources & evidence

ORD record
ord-8ea02a19b9a849718f5387ade8eb2e4f
Source dataset
uspto-grants-1996_09
Patent number
US05554607

Reaction notes

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