Cyclohexanecarboxaldehyde → 6-chloro-3-cyclohexyl-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide

HRID 1767668Notes

Reaction equation

[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([S:9](=[O:12])(=[O:11])[NH2:10])=[CH:4][C:3]=1[S:13]([NH2:16])(=[O:15])=[O:14].[CH:17]1([CH:23]=O)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1>>[CH:17]1([CH:23]2[NH:1][C:2]3[CH:7]=[C:6]([Cl:8])[C:5]([S:9](=[O:11])(=[O:12])[NH2:10])=[CH:4][C:3]=3[S:13](=[O:15])(=[O:14])[NH:16]2)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1

Participants

Reactant 2

HCID 16275Cyclohexanecarboxaldehyde

HCID 671364-Amino-6-chloro-1,3-benzenedisulfonamide

Product 1

HCID 44155976-chloro-3-cyclohexyl-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide

Procedure

2-Amino-4-chloro-5-sulfamoylbenzenesulfonamide was transformed by Method G (using cyclohexanecarboxaldehyde). M.p. 274–276° C.

Sources & evidence

ORD record: ord-c41ec74f98ee4769acf0c41263bb91bf
Source dataset: uspto-grants-2007_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07235548B2

Reaction notes

Loading…