Water → HCID 70050785, compound

HRID 266461Notes

Reaction equation

HRID 266461 reaction equation
Cl[CH2:2][N:3]1[C:13](=[O:14])[C:12]2[C:7](=[C:8]([O:19][CH3:20])[CH:9]=[C:10]([O:17][CH3:18])[C:11]=2[CH2:15][CH3:16])[S:4]1(=[O:6])=[O:5].[Na].[C:22]1([N:28]2[C:32]([SH:33])=[N:31][N:30]=[N:29]2)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.O>CN(C)C=O>[C:22]1([N:28]2[C:32]([S:33][CH2:2][N:3]3[C:13](=[O:14])[C:12]4[C:7](=[C:8]([O:19][CH3:20])[CH:9]=[C:10]([O:17][CH3:18])[C:11]=4[CH2:15][CH3:16])[S:4]3(=[O:6])=[O:5])=[N:31][N:30]=[N:29]2)[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

5

Reactant 3

HCID 962WaterHCID 70052771HCID 70052771, compoundHCID 178527989HCID 178527989, compound

Product 1

HCID 70050785HCID 70050785, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 2-chloromethyl-4-ethyl-5,7-dimethoxysaccharin (Example 22L, 0.4 g) and 1-phenyltetrazol-5-thiol sodium salt (0.28 g) in dimethylformamide (3 mL) was heated at 110° C. for two hours, then poured into water. Recrystallization of the resulting solid from ethanol-water afforded 2-(1-phenyltetrazol-5-yl)thiomethyl-4-ethyl-5,7-dimethoxysaccharin, 0.44 g, 74% yield, mp 162°-164° C.

Workup

  1. customRecrystallization of the resulting solid from ethanol-water

Sources & evidence

ORD record
ord-afd66602983048888110a53c51f1f181
Source dataset
uspto-grants-1997_07
Patent number
US05650422

Reaction notes

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