반응 #511365

반응 방정식

N-(4-methanesulfonylamino-2-sulfamoyl-phenyl)-malonamic acid methyl ester

sodium hydroxide

hydrochloric acid

→

(7-methanesulfonylamino-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-3-yl)-acetic acid

수율 87.0%

반응 조건

후처리

1. 1
   온도was then cooled to 0° C
2. 2
   workup.STIRRINGstirring at 0° C.
3. 3
   workup.WAITwas continued for 30 min
4. 4
   여과the mixture was then filtered
5. 5
   세척The solid was washed with water (1.4 L)
6. 6
   workup.ADDITIONwas then slurried in a mixture of methanol (1.4 L) and diethyl ether (2.7 L)
7. 7
   여과After filtration
8. 8
   세척the solid was washed with diethyl ether (2×1.4 L)
9. 9
   기타was further dried in vacuo at 23° C.

실험 절차

N-(4-methanesulfonylamino-2-sulfamoyl-phenyl)-malonamic acid methyl ester (prepared as described in Example 1g, 1.35 kg, 3.69 mol) was added to 3.8 wt. % aqueous sodium hydroxide solution (14.0 kg). The resulting mixture was stirred at 23° C. for 30 h, and was then cooled to 0° C. A 2.0 M aqueous hydrochloric acid solution (9.72 L) was slowly added, stirring at 0° C. was continued for 30 min, and the mixture was then filtered. The solid was washed with water (1.4 L), and was then slurried in a mixture of methanol (1.4 L) and diethyl ether (2.7 L). After filtration, the solid was washed with diethyl ether (2×1.4 L) and was further dried in vacuo at 23° C. to afford the desired product, (7-methanesulfonylamino-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-3-yl)-acetic acid (1.07 kg, 3.21 mol, 87%), as a light brown solid.

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