Water → HCID 44221300, compound

HRID 1912519Notes

Reaction equation

HRID 1912519 reaction equation
[N:1]([C:4]1[CH:13]=[CH:12][CH:11]=[CH:10][C:5]=1[C:6]([O:8][CH3:9])=[O:7])=[C:2]=[S:3].[CH2:14]([NH:16][CH2:17][CH3:18])[CH3:15].O>O1CCCC1>[CH2:14]([N:16]([CH2:17][CH3:18])[C:2](=[S:3])[NH:1][C:4]1[CH:13]=[CH:12][CH:11]=[CH:10][C:5]=1[C:6]([O:8][CH3:9])=[O:7])[CH3:15]

Participants

5

Reactant 3

HCID 962WaterHCID 8021DiethylamineHCID 85243Benzoic acid, 2-isothiocyanato-, methyl ester

Product 1

HCID 44221300HCID 44221300, compoundYield 94.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methyl 2-isothiocyanatobenzoate (Acros) (20.0 g, 104 mmol) was dissolved in tetrahydrofuran (300 mL), followed by addition of diethylamine (35.9 mL, 349 mmol). The reaction mixture was stirred at room temperature. After 1 hour, the mixture was poured into water (800 mL). The precipitate was collected by filtration, washed with water and dried under vacuum to give the title compound (26.2 g, yield 94.2%).

Workup

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with water
  3. customdried under vacuum

Sources & evidence

ORD record
ord-23b6ef7706a14d408d5c88c1e1181206
Source dataset
uspto-grants-2013_12
Patent number
US08609674B2

Reaction notes

Loading…