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

HRID 496108Notes

Reaction equation

HRID 496108 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.[C:14]([NH:17][C:18]1C=[CH:22][CH:21]=[CH:20][C:19]=1B(O)O)(=[O:16])[CH3:15].[CH:27]1([CH:33]=O)[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1>>[CH:27]1([CH:33]2[NH:13][C:6]3[CH:5]=[CH:4][C:3]([C:1]4[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=4[NH:17][C:14](=[O:16])[CH3:15])=[CH:8][C:7]=3[S:9](=[O:11])(=[O:10])[NH:12]2)[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]1

Participants

4

Reactant 3

HCID 16275CyclohexanecarboxaldehydeHCID 27377892-Acetamidophenylboronic acidHCID 223239942-Amino-5-cyanobenzene-1-sulfonamide2×

Product 1

HCID 223240103-Cyclohexyl-7-(2'-acetamidophenyl)-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-Acetamidophenylboronic acid) and Method G (using cyclohexanecarboxaldehyde). M.p. 245-249° C.

Sources & evidence

ORD record
ord-ac6b444d8bc545f1937d0dcbc0d41212
Source dataset
uspto-grants-2005_09
Patent number
US06943159B1

Reaction notes

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