Pyridine → 4-(3-Methanesulfonylamino-4-chlorobenzyl)amino-6-chloroquinazoline

HRID 1003527Notes

Reaction equation

HRID 1003527 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[NH2:6][C:7]1[CH:8]=[C:9]([CH:23]=[CH:24][C:25]=1[Cl:26])[CH2:10][NH:11][C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[C:19]([Cl:22])[CH:20]=2)[N:15]=[CH:14][N:13]=1.N1C=CC=CC=1>O>[CH3:1][S:2]([NH:6][C:7]1[CH:8]=[C:9]([CH:23]=[CH:24][C:25]=1[Cl:26])[CH2:10][NH:11][C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[C:19]([Cl:22])[CH:20]=2)[N:15]=[CH:14][N:13]=1)(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 187967134-(3-Amino-4-chlorobenzyl)amino-6-chloroquinazoline

Product 1

HCID 187966724-(3-Methanesulfonylamino-4-chlorobenzyl)amino-6-chloroquinazolineYield 88%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

75 μl of methanesulfonyl chloride was added to a mixture comprising 100 mg of 4-(3-amino-4-chlorobenzyl)amino-6-chloroquinazoline and 3 ml of pyridine. The obtained mixture was stirred at room temperature for 1.5 hours. 20 ml of water was added in portions to the reaction mixture to precipitate crystals. The crystals were recovered by filtration, washed with water and dried to give 109 mg of the title compound.

Workup

  1. customto precipitate crystals
  2. filtrationThe crystals were recovered by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-2f368bb46efc4e259787bc56b406705a
Source dataset
uspto-grants-2000_04
Patent number
US06046206

Reaction notes

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