ChemicalBook CAS DataBase List ETHYL 3,4-DICHLORO-5-METHYL-1H-PYRROLE-2-CARBOXYLATE

ETHYL 3,4-DICHLORO-5-METHYL-1H-PYRROLE-2-CARBOXYLATE synthesis

5synthesis methods

Product Name:ETHYL 3,4-DICHLORO-5-METHYL-1H-PYRROLE-2-CARBOXYLATE
CAS Number:24691-21-2
Molecular formula:C8H9Cl2NO2
Molecular Weight:222.07

3284-51-3
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ETHYL 3,4-DICHLORO-5-METHYL-1H-PYRROLE-2-CARBOXYLATE

24691-21-2
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Yield:24691-21-2 77%

Reaction Conditions:

with sulfuryl dichloride in Carbon tetrachloride at 0; for 1 h;

Steps:

Intermediate 29; Ethyl 3 ^-dichloro-S-methyl- l/j-pyrrole-2-carboxylate; A solution of ethyl 5 -methyl- li/-pyrrole-2-carboxy late (Intermediate 30; 7.00 g, 0.0457 mol) in tetrachloromethane (30 ml) was cooled to 0 °C under nitrogen. The rubber10 septum used in the apparatus was pierced with a needle, and SO₂Cl₂ (7.8 ml, 0.096 mol) was then added dropwise over 25 minutes. Within 1 hr, the reaction mixture had formed a slurry. The solid was collected by suction filtration, washed with cold tetrachloromethane, and dried under vacuum overnight to give the title product as a peach coloured solid (7.84 g, 0.0353 mol, 77% yield). NMR: 1.34-1.40 (t, 3H), 2.28 (s, 3H), 4.32-4.38 (m, 2H); MS (ES^"): 222.00,15 224.00 (M-H)^" for C₈H₉Cl₂NO₂.

References:

WO2006/87548,2006,A2 Location in patent:Page/Page column 59