Benzoyl chloride, 3,4,5-trimethoxy- → 3,4,5-Trimethoxybenzoyl isothiocyanate

HRID 883703Notes

Reaction equation

HRID 883703 reaction equation
[S-:1][C:2]#[N:3].[K+].[CH3:5][O:6][C:7]1[CH:8]=[C:9]([CH:13]=[C:14]([O:18][CH3:19])[C:15]=1[O:16][CH3:17])[C:10](Cl)=[O:11]>C(#N)C>[CH3:19][O:18][C:14]1[CH:13]=[C:9]([CH:8]=[C:7]([O:6][CH3:5])[C:15]=1[O:16][CH3:17])[C:10]([N:3]=[C:2]=[S:1])=[O:11]

Participants

4

Reactant 2

HCID 78282Benzoyl chloride, 3,4,5-trimethoxy-HCID 516872Potassium thiocyanate

Product 1

HCID 813583,4,5-Trimethoxybenzoyl isothiocyanate

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
20 °C

Procedure

Potassium thiocyanate is added to a solution of 3,4,5-trimethoxybenzoylchloride (2.3 g) in acetonitrile (40 ml). After stirring for 15 minutes at approximately 20° C., the mixture is filtered and the filtrate is concentrated under reduced pressure in order to produce the expected compound in the form of a beige powder (2.4 g, 96% yield). Melting point=101° C.

Workup

  1. filtrationthe mixture is filtered
  2. concentrationthe filtrate is concentrated under reduced pressure in order

Sources & evidence

ORD record
ord-9d7f331c5a1346d2ae391a5398093efb
Source dataset
uspto-grants-2012_08
Patent number
US08236965B2

Reaction notes

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