Cyclohexanecarboxaldehyde → 3-Cyclohexyl-7-(2'-(N,N-dimethylsulfamoyl)phenyl)-1,2,3,4-tetrahydro-1,2,4-benzothiadiazine-1,1-dioxide

HRID 496114Notes

Reaction equation

HRID 496114 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([NH2:13])=[C:7]([S:9]([NH2:12])(=[O:11])=[O:10])[CH:8]=1)#N.[CH3:14][N:15]([CH3:28])[S:16]([C:19]1C=[CH:23][CH:22]=[CH:21][C:20]=1B(O)O)(=[O:18])=[O:17].[CH:29]1([CH:35]=O)[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1>>[CH:29]1([CH:35]2[NH:13][C:6]3[CH:5]=[CH:4][C:3]([C:1]4[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=4[S:16](=[O:18])(=[O:17])[N:15]([CH3:14])[CH3:28])=[CH:8][C:7]=3[S:9](=[O:11])(=[O:10])[NH:12]2)[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1

Participants

4

Reactant 3

HCID 16275CyclohexanecarboxaldehydeHCID 41973482-(N,N-dimethylsulphamoyl)benzeneboronic acidHCID 223239942-Amino-5-cyanobenzene-1-sulfonamide2×

Product 1

HCID 223240783-Cyclohexyl-7-(2'-(N,N-dimethylsulfamoyl)phenyl)-1,2,3,4-tetrahydro-1,2,4-benzothiadiazine-1,1-dioxide

Procedure

5-Iodo-2-aminobenzenesulfonamide (see compound 37) was transformed by Method H (using 2-(N,N-dimethylsulfamoyl)phenylboronic acid) and Method G (using cyclohexanecarboxaldehyde). M.p. 290-300° C.

Sources & evidence

ORD record
ord-a37db8faadfb4277bf3a3e9c601c1d2a
Source dataset
uspto-grants-2005_09
Patent number
US06943159B1

Reaction notes

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