Hexane → HCID 44341377, compound

HRID 266469Notes

Reaction equation

HRID 266469 reaction equation
Cl[CH2:2][N:3]1[C:13](=[O:14])[C:12]2[C:7](=[CH:8][C:9]([O:20][CH3:21])=[C:10]([O:18][CH3:19])[C:11]=2[CH2:15][CH2:16][CH3:17])[S:4]1(=[O:6])=[O:5].[Na].[C:23]1([N:29]2[C:33]([SH:34])=[N:32][N:31]=[N:30]2)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.C(OCC)(=O)C.CCCCCC.CCCCCC>CN(C)C=O>[C:23]1([N:29]2[C:33]([S:34][CH2:2][N:3]3[C:13](=[O:14])[C:12]4[C:7](=[CH:8][C:9]([O:20][CH3:21])=[C:10]([O:18][CH3:19])[C:11]=4[CH2:15][CH2:16][CH3:17])[S:4]3(=[O:6])=[O:5])=[N:32][N:31]=[N:30]2)[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

6

Reactant 4

HCID 8058HexaneHCID 21226206Ethyl acetate hexaneHCID 70047012HCID 70047012, compoundHCID 178527989HCID 178527989, compound

Product 1

HCID 44341377HCID 44341377, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

By the method of Example 44 condensation of 2-chloromethyl-4-propyl-5,6-dimethoxysaccharin (0.6 g) and 1-phenyltetrazol-5-thiol sodium salt (0.36 g) in dimethylformamide (5 mL) and purification of the product by column chromatography on silica gel using ethyl acetate-hexane (3:7) as eluant followed by trituration with hexane afforded 2-(1-phenyltetrazol-5-yl)thiomethyl-4-propyl-5,6-dimethoxysaccharin, 0.65 g, 76% yield, mp 145°-146° C.

Sources & evidence

ORD record
ord-b43b1aba428b4f0891348c7eaa96ab4e
Source dataset
uspto-grants-1997_07
Patent number
US05650422

Reaction notes

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