Réaction #834733

Équation de réaction

water

K2CO3

5-(4-formylphenoxy)thiophene-2-carbonitrile

H2O

→

5-(4-Formylphenoxy)thiophene-2-carboxamide

Solvants

DMSO

Conditions de réaction

Traitement

1. 1
   TempératureCool the reaction flask in a water bath
2. 2
   FiltrationFilter the resulting precipitate
3. 3
   Lavagewash the filter cake with water (25 mL)
4. 4
   AutreCollect the filter cake as the title compound
5. 5
   Autre248.0396, time 0.36 min
6. 6
   AutreHPLC [YMC-Pro pack C-18 (150×4.6 mm, S-5 microm), 0.05% TFA/acetonitrile in 0.05% TFA/water at 1.0 mL/min, 10-20% over 5 min, 20-95% over 18], tR=13.0 min, 100% purity

Mode opératoire

Dissolve 5-(4-formylphenoxy)thiophene-2-carbonitrile (0.818 g, 3.57 mmol) in DMSO (18 mL) in a round bottom flask, then add K2CO3 (0.247 g, 1.78 mmol). Cool the reaction flask in a water bath and add 30% H2O, (0.81 mL, 7.14 mmol) solution. After one hour, add water (25 mL). Filter the resulting precipitate and wash the filter cake with water (25 mL). Collect the filter cake as the title compound: HRMS calcd for C12H10NO3S 248.0381 (M+H)+, found 248.0396, time 0.36 min; HPLC [YMC-Pro pack C-18 (150×4.6 mm, S-5 microm), 0.05% TFA/acetonitrile in 0.05% TFA/water at 1.0 mL/min, 10-20% over 5 min, 20-95% over 18], tR=13.0 min, 100% purity.

Source