Triethylamine → HCID 11448409, compound

HRID 742262Notes

Reaction equation

HRID 742262 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]=[C:11]=[S:12])([CH3:3])[CH3:2].[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:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:1]([CH3:3])[CH3:2])[C:11]1=[S:12])[CH3:14]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 1420522-Isopropylphenyl isothiocyanateHCID 316542N-Ethylglycine

Product 1

HCID 11448409HCID 11448409, compoundYield 42.9%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The title compound was prepared by the procedure described in Example 16 using 15.42 g of 2-isopropylphenyl-isothiocyanate, 16.05 g of N-ethyl glycine, 12 g of triethyl amine, and 200 mL of chloroform. Purification was achieved by flash chromatography on silica gel (5-20 % ethyl acetate in hexane) Crystallization from ethanol afforded the title compound (9.8 g) as a white solid, m.p. 125°-127° C. Anal. Calcd. for. C14H18N2O S: C, 64.09; H, 6.91; N, 10.68. Found: C, 64.19 H, 6.93; N, 10.71. Mass spectrum (EI, M.+) m/z 262.

Workup

  1. customThe title compound was prepared by the procedure
  2. customPurification
  3. customwas achieved by flash chromatography on silica gel (5-20 % ethyl acetate in hexane) Crystallization from ethanol

Sources & evidence

ORD record
ord-5e8c21146d1d45639530ecc6d9af5e12
Source dataset
uspto-grants-1996_09
Patent number
US05554607

Reaction notes

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