Hydrogen Sulfide → HCID 86732861, compound

HRID 1580446Notes

Reaction equation

CC1N=C(C(O)C=C)C=CC=1.S(Cl)(Cl)=O.ClC(C1C=CC=C(C)N=1)C=C.[C-]#N.[Na+].[CH3:30][C:31]1[N:36]=[C:35]([CH:37]([CH:40]=[CH2:41])[C:38]#[N:39])[CH:34]=[CH:33][CH:32]=1.[SH2:42]>>[CH3:30][C:31]1[N:36]=[C:35]([CH:37]([CH:40]=[CH2:41])[C:38]([NH2:39])=[S:42])[CH:34]=[CH:33][CH:32]=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

By the procedures described in Example 9, α-(6-methyl-2-pyridyl)-2-propenol is treated with thionyl chloride, the resulting 2-(1-chloro-2-propenyl)-6-methylpyridine is reacted with sodium cyanide and the 2-(6-methyl-2-pyridyl)-3-butenenitrile is treated with hydrogen sulfide to give 2-(6-methyl-2-pyridyl)-3-thiobutenamide.

Sources & evidence

ORD record: ord-bece7186ff804c97a654c81ad98bae5d
Source dataset: uspto-grants-1976_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03932641

Reaction notes

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