Hydrogen Sulfide → HCID 86732861, compound

HRID 1605683Notes

Reaction equation

[CH3:1][C:2]1[N:7]=[C:6]([CH:8]([CH:11]=[CH2:12])[C:9]#[N:10])[CH:5]=[CH:4][CH:3]=1.CC1N=C(C(O)C=C)C=CC=1.[S:24](Cl)(Cl)=O.ClC(C1C=CC=C(C)N=1)C=C.[C-]#N.[Na+].S>>[CH3:1][C:2]1[N:7]=[C:6]([CH:8]([CH:11]=[CH2:12])[C:9]([NH2:10])=[S:24])[CH:5]=[CH:4][CH:3]=1

Participants

Reactant 6

HCID 402Hydrogen Sulfide

HCID 8929Sodium Cyanide

HCID 24386Thionyl Chloride

HCID 21547219HCID 21547219, compound

HCID 21547228HCID 21547228, compound

HCID 21547261HCID 21547261, compound

Product 1

HCID 86732861HCID 86732861, compound

Procedure

2-(6-Methyl-2-pyridyl)-3-butenenitrile [prepared by treating α-(6-methyl-2-pyridyl)-2-propenol with thionyl chloride and reacting the resulting 2-(1-chloro-2-propenyl)-6-methylpyridine with sodium cyanide] is treated with hydrogen sulfide by the procedure described in Example 9, to give 2-(6-methyl-2-pyridyl)-3-thiobutenamide.

Sources & evidence

ORD record: ord-1a5efe81efeb43528b9b1e8fbc84e8cb
Source dataset: uspto-grants-1976_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03950522

Reaction notes

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