Sodium hydride → HCID 13365266, compound

HRID 615315Notes

Reaction equation

HRID 615315 reaction equation
[CH:1]([S:4][C:5]1[NH:6][C:7](=[O:24])[C:8]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:9]=1[C:10]#[N:11])([CH3:3])[CH3:2].[H-].[Na+].Cl.[CH3:28][N:29]([CH2:31][CH2:32][CH2:33]Cl)[CH3:30]>O1CCOCC1>[CH:1]([S:4][C:5]1[N:6]([CH2:33][CH2:32][CH2:31][N:29]([CH3:30])[CH3:28])[C:7](=[O:24])[C:8]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:9]=1[C:10]#[N:11])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 24758Sodium hydride2×HCID 943083-(Dimethylamino)propyl chloride hydrochlorideHCID 13236221HCID 13236221, compound

Product 1

HCID 13365266HCID 13365266, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A suspension of 10.0 g 2-isopropylthio-5-oxo-4,4-diphenyl-2-pyrroline-3-carbonitrile and 0.9 g sodium hydride (80%) in 150 ml dioxan is boiled for one hour, with stirring. Thereafter, one mixes with a further 0.9 g sodium hydride and 5.2 g dimethylaminopropyl chloride hydrochloride and boils further for 30 hours.

Workup

  1. waitboils further for 30 hours

Sources & evidence

ORD record
ord-383d41f036cc4c75951a22dafbb0137d
Source dataset
uspto-grants-1985_02
Patent number
US04499089

Reaction notes

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