Sodium Carbonate → 4-(7-Chloro-4-quinolylamino)-N-(1-n-butyl-4-piperidyl)-benzene sulphonamide

HRID 1580685Notes

Reaction equation

HRID 1580685 reaction equation
Cl.[Cl:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([NH:13][C:14]3[CH:19]=[CH:18][C:17]([S:20](Cl)(=[O:22])=[O:21])=[CH:16][CH:15]=3)=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1.[NH2:24][CH:25]1[CH2:30][CH2:29][N:28]([CH2:31][CH2:32][CH2:33][CH3:34])[CH2:27][CH2:26]1.C(=O)([O-])[O-].[Na+].[Na+]>O.C(Cl)(Cl)Cl>[Cl:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([NH:13][C:14]3[CH:19]=[CH:18][C:17]([S:20]([NH:24][CH:25]4[CH2:30][CH2:29][N:28]([CH2:31][CH2:32][CH2:33][CH3:34])[CH2:27][CH2:26]4)(=[O:22])=[O:21])=[CH:16][CH:15]=3)=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 122628201-Butylpiperidin-4-amineHCID 201495884-(7-Chloro-4-quinolinylamino)benzenesulphonyl chloride hydrochloride

Product 1

HCID 215635394-(7-Chloro-4-quinolylamino)-N-(1-n-butyl-4-piperidyl)-benzene sulphonamide

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent

Procedure

7.8 Grams of 4-(7-chloro-4-quinolylamino)-benzenesulphonyl chloride hydrochloride [prepared as in Example 1(b)] were added in portions to a stirred mixture of 3.13 grams of 4-amino-1-n-butyl piperidine and 21.2 grams of sodium carbonate in 50 milliliters of water and 50 milliliters of chloroform. After stirring overnight at room temperature, the chloroform layer was separated, washed with water, dried and evaporated to give a brown solid which was triturated with ether to give 5.0 grams of the title compound as the hemihydrate. Melting point 190°-191°C.

Workup

  1. customthe chloroform layer was separated
  2. washwashed with water
  3. customdried
  4. customevaporated
  5. customto give a brown solid which
  6. customwas triturated with ether

Sources & evidence

ORD record
ord-d6aa4defd9224e9ea4848a140121ca2f
Source dataset
uspto-grants-1976_01
Patent number
US03933829

Reaction notes

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