Methyl isothiocyanate → HCID 178486888, compound

HRID 1291212Notes

Reaction equation

HRID 1291212 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]([O:11][CH3:12])[C:8]([O:13][CH3:14])=[CH:7][C:3]=1[C:4](O)=[O:5].[CH3:15][N:16]=[C:17]=[S:18]>C(O)C>[SH:18][C:17]1[N:16]([CH3:15])[C:4](=[O:5])[C:3]2[C:2](=[CH:10][C:9]([O:11][CH3:12])=[C:8]([O:13][CH3:14])[CH:7]=2)[N:1]=1

Participants

4

Reactant 2

HCID 11167Methyl isothiocyanateHCID 797364,5-Dimethoxyanthranilic acid

Product 1

HCID 178486888HCID 178486888, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-amino-4,5-dimethoxybenzoic acid (20.0 g) and methyl isothiocyanate (7.23 g) in ethanol was refluxed for 30 minutes. The precipitate was collected by filtration to provide the title compound as colorless needles. Yield 11.77 g (47%) 1H-NMR (CDCl3) δ: 3.67(3H,s), 3.85(3H,s), 3.89(3H,s), 6.93(1H,s), 7.31(1H,s).

Workup

  1. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-69007f5905e34cd6b5e0597960f5318a
Source dataset
uspto-grants-1998_05
Patent number
US05753664

Reaction notes

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