Sodium Carbonate → N-(3-Chloropropyl)-4-(7-chloro-4-quinazolinylamino)Benzenesulphonamide

HRID 235655Notes

Reaction equation

HRID 235655 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)=[N:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1.C(=O)([O-])[O-].[Na+].[Na+].Cl.[Cl:31][CH2:32][CH2:33][CH2:34][NH2:35]>O.C(Cl)(Cl)Cl>[Cl:31][CH2:32][CH2:33][CH2:34][NH:35][S:20]([C:17]1[CH:18]=[CH:19][C:14]([NH:13][C:7]2[C:6]3[C:11](=[CH:12][C:3]([Cl:2])=[CH:4][CH:5]=3)[N:10]=[CH:9][N:8]=2)=[CH:15][CH:16]=1)(=[O:22])=[O:21]

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 114690951-Propanamine, 3-chloro-, hydrochlorideHCID 212739544-(7-Chloro-4-quinazolinylamino)benzenesulphonyl chloride hydrochloride

Product 1

HCID 13537207N-(3-Chloropropyl)-4-(7-chloro-4-quinazolinylamino)BenzenesulphonamideYield 60%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent

Procedure

4-(7-Chloro-4-quinazolinylamino)benzenesulphonyl chloride hydrochloride (11.7 g, 0.03 mole) was added portionwise to a well stirred mixture of sodium carbonate (45 g) in water (350 ml) and 3-chloropropylamine hydrochloride (3.9 g, 0.03 mole) in chloroform (350 ml) was added at 10° C. After about 1 hour at room temperature, the mixture was filtered and the solid was washed with water and then dried to give 7.4 g of the title compound. A sample was recrystallised from a mixture of ethanol and water to give the title compound, m.p. 168°-171° C.

Workup

  1. additionwas added at 10° C
  2. filtrationthe mixture was filtered
  3. washthe solid was washed with water
  4. customdried

Sources & evidence

ORD record
ord-1e97843d4c10416888f9d66d99912c5b
Source dataset
uspto-grants-1987_02
Patent number
US04640920

Reaction notes

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