Triethylamine → HCID 15392144, compound

HRID 266454Notes

Reaction equation

HRID 266454 reaction equation
[SH:1][C:2]1[S:6][C:5]([S:7][CH2:8][N:9]2[C:19](=[O:20])[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[S:10]2(=[O:12])=[O:11])=[N:4][N:3]=1.Cl.Cl[CH2:23][CH2:24][N:25]1[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1.C(N(CC)CC)C.C(OCC)(=O)C>CN(C=O)C>[N:25]1([CH2:24][CH2:23][S:1][C:2]2[S:6][C:5]([S:7][CH2:8][N:9]3[C:19](=[O:20])[C:18]4[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=4)[S:10]3(=[O:12])=[O:11])=[N:4][N:3]=2)[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 74826Piperidine, 1-(2-chloroethyl)-, hydrochlorideHCID 178515057HCID 178515057, compound

Product 1

HCID 15392144HCID 15392144, compoundYield 60.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following a procedure similar to that described above in Example 33A, 0.69 g (0.002 mol) of 2-(5-mercapto-1,3,4-thiadiazol-2-ylthiomethyl)saccharin was reacted with 0.74 g (0.004 mol) of 1-(2-chloroethyl)piperidine hydrochloride in 4 ml of DMF in the presence of 0.4 g of triethylamine to give 0.55 g (60%) of 2-(5-[2-(1-piperidinyl)ethylthio]-1,3,4-thiadiazol-2-ylthiomethyl)saccharin, mp 100.0°-101.0° C. (from ethyl acetate).

Sources & evidence

ORD record
ord-e423b5c7d27845d2b86020810a16558d
Source dataset
uspto-grants-1997_07
Patent number
US05650422

Reaction notes

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