Sulfur dichloride → 3-Amino-4-[3-(3-piperidinomethylphenoxy)propylamino]-1,2,5-thiadiazole

HRID 370858Notes

Reaction equation

HRID 370858 reaction equation
Cl.Cl.Cl.[N:4]1([CH2:10][C:11]2[CH:12]=[C:13]([CH:24]=[CH:25][CH:26]=2)[O:14][CH2:15][CH2:16][CH2:17][NH:18][C:19](=[NH:23])[C:20](=[NH:22])[NH2:21])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1.[S:27](Cl)Cl>CN(C=O)C>[NH2:22][C:20]1[C:19]([NH:18][CH2:17][CH2:16][CH2:15][O:14][C:13]2[CH:24]=[CH:25][CH:26]=[C:11]([CH2:10][N:4]3[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]3)[CH:12]=2)=[N:23][S:27][N:21]=1

Participants

4

Reactant 2

HCID 25353Sulfur dichlorideHCID 178478600HCID 178478600, compound

Product 1

HCID 69177433-Amino-4-[3-(3-piperidinomethylphenoxy)propylamino]-1,2,5-thiadiazole

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

To a stirred suspension of N-[3-(3-piperidinomethylphenoxy)propyl]ethanediimidamide trihydrochloride (854 mg; 2 mmoles) in 6 mL of DMF under N2 in an ice bath was added SCl2 (206 mg; 2 mmoles) in 2 mL of DMF. The reaction mixture was stirred at ambient temperature and the title compound was produced.

Sources & evidence

ORD record
ord-8eae305586074f7ab66cc8254d557eea
Source dataset
uspto-grants-1985_07
Patent number
US04528377

Reaction notes

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