Triethylamine → HCID 11310869, compound

HRID 742254Notes

Reaction equation

HRID 742254 reaction equation
C([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[C:4]=1[N:10]=[C:11]=[S:12])C.[CH2:13]([NH:15][CH2:16][C:17](O)=[O:18])[CH3:14].C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH2:13]([N:15]1[CH2:16][C:17](=[O:18])[N:10]([C:4]2[CH:3]=[CH:8][CH:7]=[CH:6][C:5]=2[CH3:9])[C:11]1=[S:12])[CH3:14]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 1441882-Ethyl-6-methylphenyl isothiocyanateHCID 316542N-Ethylglycine

Product 1

HCID 11310869HCID 11310869, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The title compound was prepared by the procedure described in Example 28 using 17.7 g of 2-ethyl-6-methylphenyl-isothiocyanate, 18.4 g of N-ethyl glycine, 20.2 g of triethyl amine, and 300 mL of chloroform. The residue was further purified by flash chromatography on silica gel (20% ethyl acetate in hexane).The title compound was obtained (8.6 g) as a light peach solid, m.p. 82°-84° C. Anal. Calcd. for. C14H18N2O S: C, 64.09; H, 6.92; N, 10.68. Found: C, 64.27; H, 7.04; N, 10.60. Mass spectrum (EI, M.+) m/z 262.

Workup

  1. customThe residue was further purified by flash chromatography on silica gel (20% ethyl acetate in hexane).The title compound
  2. customwas obtained (8.6 g) as a light peach solid, m.p. 82°-84° C

Sources & evidence

ORD record
ord-ada0c38c67224740aad78cc4c4f2db60
Source dataset
uspto-grants-1996_09
Patent number
US05554607

Reaction notes

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