Sodium Carbonate → HCID 13712179, compound

HRID 414049Notes

Reaction equation

HRID 414049 reaction equation
Cl.[F:2][C:3]([F:25])([F:24])[C:4]1[CH:13]=[C:12]2[C:7]([C:8]([NH:14][C:15]3[CH:23]=[CH:22][C:18]([C:19](Cl)=[O:20])=[CH:17][CH:16]=3)=[CH:9][CH:10]=[N:11]2)=[CH:6][CH:5]=1.C(=O)([O-])[O-].[Na+].[Na+].[F:32][C:33]1[CH:38]=[CH:37][C:36]([S:39]([N:42]([CH3:47])[CH2:43][CH2:44][NH:45][CH3:46])(=[O:41])=[O:40])=[CH:35][CH:34]=1>C(Cl)(Cl)Cl.O>[F:32][C:33]1[CH:34]=[CH:35][C:36]([S:39]([N:42]([CH3:47])[CH2:43][CH2:44][N:45]([CH3:46])[C:19](=[O:20])[C:18]2[CH:22]=[CH:23][C:15]([NH:14][C:8]3[C:7]4[C:12](=[CH:13][C:4]([C:3]([F:25])([F:24])[F:2])=[CH:5][CH:6]=4)[N:11]=[CH:10][CH:9]=3)=[CH:16][CH:17]=2)(=[O:40])=[O:41])=[CH:37][CH:38]=1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 13603946HCID 13603946, compoundHCID 13712178HCID 13712178, compound

Product 1

HCID 13712179HCID 13712179, compoundYield 48.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent

Procedure

4-(7-Trifluoromethyl-4-quinolinylamino)benzoyl chloride hydrochloride (2.0 g) was added portionwise to a well-stirred mixture of sodium carbonate (8.0 g) and 4-fluoro-N-methyl-N-[2-(methylamino)ethyl]benzenesulphonamide (1.48 g) in chloroform (60 ml) and water (70 ml) at about 10° C. The mixture was warmed to room temperature and, after 1 hour, the chloroform layer was separated, dried (MgSO4) and evaporated under reduced pressure to give an oil, which crystallised on standing. Recrystallisation from ethanol/water gave a white solid, which was further purified by recrystallisation from ethanol, giving the pure title compound (1.4 g), m.p. 191°-3° C.

Workup

  1. customthe chloroform layer was separated
  2. dry with materialdried (MgSO4)
  3. customevaporated under reduced pressure
  4. customto give an oil, which
  5. customcrystallised
  6. customRecrystallisation from ethanol/water
  7. customgave a white solid, which
  8. customwas further purified by recrystallisation from ethanol

Sources & evidence

ORD record
ord-a5ef128e02724dba901f457f146bb02e
Source dataset
uspto-grants-1988_12
Patent number
US04789677

Reaction notes

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