Triethylamine → HCID 11219334, compound

HRID 742279Notes

Reaction equation

HRID 742279 reaction equation
[CH2:1]([NH:3][CH2:4][C:5]([OH:7])=O)[CH3:2].[CH3:8][S:9][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[S:9][CH3:8])[C:17]1=[S:18])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 1428402-(Methylthio)phenyl isothiocyanateHCID 316542N-Ethylglycine

Product 1

HCID 11219334HCID 11219334, compoundYield 48.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of N-ethyl glycine (9.23 g), 2-(methylthio)-phenyl-isothiocyanate (9.1 g), triethylamine (10.1 g) and methylene chloride (150 mL) was heated at reflux for 3 hours. The mixture was evaporated to dryness. The residue was recrystallized from ethanol to give the title compound (6.5 g) as a creamy solid, m.p. 128°-131° C. Anal. Calcd. for. C12H14N2S2O: C, 52.11; H, 5.30; N, 10.52. Found: C, 52.28; H, 5.26; N, 10.54. Mass spectrum (EI, M.+) m/z 266.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 3 hours
  3. customThe mixture was evaporated to dryness
  4. customThe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-2c2cc9990aec4a5bb54a1ccd452c97d1
Source dataset
uspto-grants-1996_09
Patent number
US05554607

Reaction notes

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