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ChemicalBook CAS DataBase List (4-FORMYLTHIAZOL-2-YL)CARBAMIC ACID TERT-BUTYL ESTER
494769-34-5

(4-FORMYLTHIAZOL-2-YL)CARBAMIC ACID TERT-BUTYL ESTER synthesis

6synthesis methods
(4-Hydroxymethylthiazol-2-yl)carbamic acid tert-butyl ester

494769-44-7

(4-FORMYLTHIAZOL-2-YL)CARBAMIC ACID TERT-BUTYL ESTER

494769-34-5

Step 3: tert-butyl (4-hydroxymethylthiazol-2-yl)carbamate (1.62 g, 6.95 mmol) was dissolved in 30 mL of dichloromethane. Manganese dioxide (3.65 g, 41.7 mmol) was added to this solution and the reaction mixture was stirred under reflux conditions for 2 hours. Upon completion of the reaction, the suspension was filtered through a diatomaceous earth Speed Plus pad and the filter cake was washed with dichloromethane. The filtrate was concentrated to afford the target product (4-formylthiazol-2-yl)carbamic acid tert-butyl ester as a light yellow solid (1.25 g, 78% yield). Mass spectrometry result: m/z = 229.2 ([M+H]+).

494769-44-7 Synthesis
(4-Hydroxymethylthiazol-2-yl)carbamic acid tert-butyl ester

494769-44-7
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Yield: 78%

Reaction Conditions:

with manganese(IV) oxide in dichloromethane for 2 h;Heating / reflux;

Steps:

N.3
Step 3: (4-Formyl-thiazol-2-yl)-carbamic acid tert-butyl ester; (4-Hydroxymethyl-thiazol-2-yl)-carbamic acid tert-butyl ester (1.62 g, 6.95 mmol) was dissolved in 30 ml dichloromethane. Mangan(IV)oxid (3.65 g, 41.7 mmol) was added and the reaction mixture stirred at reflux for 2 hrs. The suspension was filtered through a dicalite speed plus pad and washed with dichloromethane. The solvents were evaporated and the desired compound was obtained as a light yellow solid (1.25 g, 78%), MS: m/e=229.2 (M+H+).

References:

Jaeschke, Georg;Kolczewski, Sabine;Porter, Richard Hugh Philip;Schnider, Patrick;Vieira, Eric US2007/78155, 2007, A1 Location in patent:Page/Page column 32

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