Sodium Carbonate → 4-[7-Chloro-4-cinnolinylamino]-N-(2-diethylaminoethyl)benzenesulphonamide

HRID 570054Notes

Reaction equation

HRID 570054 reaction equation
C(=O)([O-])[O-].[Na+].[Na+].[CH2:7]([N:9]([CH2:13][CH3:14])[CH2:10][CH2:11][NH2:12])[CH3:8].Cl.[Cl:16][C:17]1[CH:26]=[C:25]2[C:20]([C:21]([NH:27][C:28]3[CH:33]=[CH:32][C:31]([S:34](Cl)(=[O:36])=[O:35])=[CH:30][CH:29]=3)=[CH:22][N:23]=[N:24]2)=[CH:19][CH:18]=1>C(Cl)(Cl)Cl>[Cl:16][C:17]1[CH:26]=[C:25]2[C:20]([C:21]([NH:27][C:28]3[CH:29]=[CH:30][C:31]([S:34]([NH:12][CH2:11][CH2:10][N:9]([CH2:13][CH3:14])[CH2:7][CH3:8])(=[O:35])=[O:36])=[CH:32][CH:33]=3)=[CH:22][N:23]=[N:24]2)=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 60993N,N-DiethylethylenediamineHCID 212739564-(7-Chloro-4-cinnolinylamino)benzenesulphonylchloride hydrochloride

Product 1

HCID 135372134-[7-Chloro-4-cinnolinylamino]-N-(2-diethylaminoethyl)benzenesulphonamide

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
5 °C

Procedure

A mixture of anhydrous sodium carbonate (3.08 g) and N,N-diethylethylenediamine (0.43 ml) in chloroform (30 ml) was vigorously stirred at 5° C. and treated with 4-(7-Chloro-4-cinnolinylamino)benzenesulphonyl chloride hydrochloride (1.0 g). The mixture was stirred at room temperature for 11/2 hours and then filtered. The filtrate was evaporated to give a residue that crystallised from ethanol to give the title compound (0.456 g), m.p. 175°-76° C.

Workup

  1. stirringThe mixture was stirred at room temperature for 11/2 hours
  2. filtrationfiltered
  3. customThe filtrate was evaporated
  4. customto give a residue that
  5. customcrystallised from ethanol

Sources & evidence

ORD record
ord-6a5a5389ca6b459f91fb4702d4301869
Source dataset
uspto-grants-1988_03
Patent number
US04734510

Reaction notes

Loading…