Water → HCID 44221300, compound

HRID 1924417Notes

Reaction equation

HRID 1924417 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>C1COCC1>[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 91.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methyl 2-isothiocyanatobenzoate (3.37 g, 17.4 mmol) was dissolved in THF (75 mL), followed by addition of diethylamine (3.59 mL, 34.9 mmol). The reaction mixture was stirred at RT. After 1 h the mixture was poured into water (400 mL). The formed precipitate was collected by filtration, washed with water and dried in vacuo to give pure title compound (4.24 g, 91%).

Workup

  1. filtrationThe formed precipitate was collected by filtration
  2. washwashed with water
  3. customdried in vacuo

Sources & evidence

ORD record
ord-36ea97196f414aaca840e89da06bce12
Source dataset
uspto-grants-2012_05
Patent number
US08178544B2

Reaction notes

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