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

HRID 496116Notes

Reaction equation

HRID 496116 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.[F:14][C:15]1C=[CH:19][CH:18]=[CH:17][C:16]=1B(O)O.[CH:24]1([CH:30]=O)[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1>>[CH:24]1([CH:30]2[NH:13][C:6]3[CH:5]=[CH:4][C:3]([C:1]4[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=4[F:14])=[CH:8][C:7]=3[S:9](=[O:11])(=[O:10])[NH:12]2)[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1

Participants

4

Reactant 3

HCID 16275CyclohexanecarboxaldehydeHCID 27343542-Fluorophenylboronic acidHCID 223239942-Amino-5-cyanobenzene-1-sulfonamide2×

Product 1

HCID 223239903-Cyclohexyl-7-(2'-fluorophenyl)-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-fluorophenylboronic acid) and Method G (using cyclohexanecarboxaldehyde). M.p. 249-250° C.

Sources & evidence

ORD record
ord-43079e81bc1640e6b33054a5f2ba449d
Source dataset
uspto-grants-2005_09
Patent number
US06943159B1

Reaction notes

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