ChemicalBook CAS DataBase List METHYL 4-ISOCYANATOBENZOATE 98

METHYL 4-ISOCYANATOBENZOATE 98 synthesis

7synthesis methods

Product Name:METHYL 4-ISOCYANATOBENZOATE 98
CAS Number:23138-53-6
Molecular formula:C9H7NO3
Molecular Weight:177.16

619-45-4 Synthesis

619-45-4
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$6.00/1g

503-38-8
113 suppliers
$15.00/5g

23138-53-6
70 suppliers
$149.00/5g

Yield: 96%

Reaction Conditions:

in 1,4-dioxane for 8 h;Reflux;

Steps:

5.2.1. Compound 1a
To methyl 4-aminobenzoate (30.23 g; 200 mmol) in anhydrous 1,4-dioxane (500 mL) was added trichloromethyl chloroformate (59.35 g; 300 mmol) dropwise and the reaction mixture was refluxed for 8 h. The solvent was removed on the rotary evaporator to yield 1a as a yellow solid, which was purified by vacuum distillation to give a yellow solid (34 g, 96% yield). IR (neat) ν_NCO 2268 cm^-1. ¹H NMR (CDCl₃): δ 3.88 (s, 3H), 7.14-7.18 (m, 2H), 7.96-8.02 (m, 2H).

References:

Aravapalli, Sridhar;Lai, Huiguo;Teramoto, Tadahisa;Alliston, Kevin R.;Lushington, Gerald H.;Ferguson, Eron L.;Padmanabhan;Groutas, William C. [Bioorganic and Medicinal Chemistry,2012,vol. 20,# 13,p. 4140 - 4148] Location in patent:experimental part

32315-10-9 Synthesis