Sodium hydride → HCID 59511233, compound

HRID 1157840Notes

Reaction equation

[H-].[Na+].[CH3:3][S:4][C:5]1[N:9]=[C:8]([NH2:10])[N:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:6]=1.Cl.Cl[CH2:19][CH2:20][NH:21][CH2:22][CH2:23]Cl>CN(C=O)C>[CH3:3][S:4][C:5]1[N:9]=[C:8]([N:10]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)[N:7]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:6]=1

Participants

Conditions

Temperature: 0 °C

Procedure

Sodium hydride (4.7 g) was taken in dry DMF (100 ml) and a solution of compound 3-(methylthio)-1-phenyl-1H-1,2,4-triazol-5-amine (4 g in 10 ml of DMF) was added slowly at 0° C. The reaction mixture was stirred for 30 min at 0° C. and a solution of bis(2-chloroethyl)amine hydrochloride (4.15 g) in dry DMF (20 ml) was added very slowly. The reaction mixture was allowed to stir over night at room temperature. The reaction mixture was quenched with cold water (5 ml) and extracted with ethyl acetate (3×40 ml). Evaporation of solvent under reduced pressure gave crude product, which, was purified by column chromatography using methanol\dichloromethane (1:9) as eluent to afford 1-(3-(methylthio)-1-phenyl-1H-1,2,4-triazol-5-yl)piperazine, G-26-In, as brown oil.

Workup

stirringto stir over night at room temperature
customThe reaction mixture was quenched with cold water (5 ml)
extractionextracted with ethyl acetate (3×40 ml)
customEvaporation of solvent under reduced pressure
customgave crude product, which
customwas purified by column chromatography

Sources & evidence

ORD record: ord-2f59241ad3b743f1a361aa10d638fd78
Source dataset: uspto-grants-2010_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07807676B2

Reaction notes

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