Propan-2-one--dichloromethane (1/1) → HCID 70059753, compound

HRID 266465Notes

Reaction equation

HRID 266465 reaction equation
Cl[CH2:2][N:3]1[C:13](=[O:14])[C:12]2[C:7](=[CH:8][C:9]([O:15][CH2:16][CH2:17][O:18][CH2:19][CH2:20][O:21][CH3:22])=[CH:10][CH:11]=2)[S:4]1(=[O:6])=[O:5].[Na].[C:24]1([N:30]2[C:34]([SH:35])=[N:33][N:32]=[N:31]2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.ClCCl.CC(C)=O>C(C(C)=O)C>[C:24]1([N:30]2[C:34]([S:35][CH2:2][N:3]3[C:13](=[O:14])[C:12]4[C:7](=[CH:8][C:9]([O:15][CH2:16][CH2:17][O:18][CH2:19][CH2:20][O:21][CH3:22])=[CH:10][CH:11]=4)[S:4]3(=[O:6])=[O:5])=[N:33][N:32]=[N:31]2)[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

5

Reactant 3

HCID 21584124Propan-2-one--dichloromethane (1/1)HCID 70050496HCID 70050496, compoundHCID 178527989HCID 178527989, compound

Product 1

HCID 70059753HCID 70059753, compoundYield 84,021.102%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

By a method similar to that of Example 44 condensation of 2-chloromethyl-6-[2-(2-methoxyethoxy)-ethoxy]saccharin (34 g.) and 1-phenyltetrazol-5-thiol sodium salt (0.19 g) in methyl ethyl ketone at 60° C. and purification of the product (470 mg) by column chromatography on silica gel first with dichloromethane and then with dichloromethane-acetone (up to 97:3) as eluant afforded 2-(1-phenyltetrazol-5-yl)thiomethyl-6-[2-(2-methoxyethoxy)ethoxy]saccharin as an oil (390 g, 82% yield).

Workup

  1. custompurification of the product (470 mg) by column chromatography on silica gel first with dichloromethane

Sources & evidence

ORD record
ord-195321133a9c4947b7f9246e77b5eaa1
Source dataset
uspto-grants-1997_07
Patent number
US05650422

Reaction notes

Loading…