4-Amino-6-chloro-1,3-benzenedisulfonamide → HCID 23337801, compound

HRID 903138Notes

Reaction equation

HRID 903138 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([S:9]([NH2:12])(=[O:11])=[O:10])=[CH:4][C:3]=1[S:13]([NH2:16])(=[O:15])=[O:14].[N:17]1([CH2:22][CH:23]2[CH2:28][CH2:27][C:26](=O)[CH2:25][CH2:24]2)[CH2:21][CH2:20][CH2:19][CH2:18]1>Cl>[ClH:8].[N:17]1([CH2:22][CH:23]2[CH2:28][CH2:27][C:26]3([NH:1][C:2]4[CH:7]=[C:6]([Cl:8])[C:5]([S:9]([NH2:12])(=[O:10])=[O:11])=[CH:4][C:3]=4[S:13](=[O:15])(=[O:14])[NH:16]3)[CH2:25][CH2:24]2)[CH2:21][CH2:20][CH2:19][CH2:18]1

Participants

4

Reactant 2

HCID 671364-Amino-6-chloro-1,3-benzenedisulfonamideHCID 54556177HCID 54556177, compound

Product 1

HCID 23337801HCID 23337801, compoundYield 168.9%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of 4-amino-6-chloro-1,3-benzenedisulfonamide (5.72 g., 0.02 mole) and 4-(1-pyrrolidinylmethyl) cyclohexanone (5.0 g., 0.027 mole) in 2 N ethanolic HCl (100 ml.) is refluxed one and one half hours and cooled to give 8.2 g of 4'-(1-pyrrolidinylmethyl)-6-chlorospiro[2H-1,2,4-benzothiadiazine-3(4H),1'-cyclohexane]-7-sulfonamide-1,1-dioxide hydrochloride which melts at 268°-70° C.

Workup

  1. temperatureis refluxed one and one half hours
  2. temperaturecooled

Sources & evidence

ORD record
ord-c67681fb1ea446f7a21f3d4feb68efa9
Source dataset
uspto-grants-1980_10
Patent number
US04226867

Reaction notes

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