Sodium ethanethiolate → HCID 21905080, compound

HRID 1247325Notes

Reaction equation

Br[CH:2]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:3]([NH:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]#[N:14])=[CH:9][CH:8]=1)=[O:4].[CH2:21]([S-:23])[CH3:22].[Na+]>>[C:13]([C:10]1[CH:11]=[CH:12][C:7]([CH2:6][NH:5][C:3](=[O:4])[CH:2]([S:23][CH2:21][CH3:22])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:8][CH:9]=1)#[N:14]

Participants

Reactant 2

HCID 4459711Sodium ethanethiolate

HCID 21905686HCID 21905686, compound

Product 1

HCID 21905080HCID 21905080, compound

Procedure

In analogy to example 83.1 (RS)-2-bromo-N-(4-cyano-benzyl)-2-phenyl-acetamide (example 81.1) was reacted with sodium ethanethiolate to give (RS)-N-(4-cyano-benzyl)-2-ethylsulfanyl-2-phenyl-acetamide. Off-white solid. MS 311.2 ([M+H]+)

Sources & evidence

ORD record: ord-5c1509f16e214e91b87596c56886834f
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07129238B2

Reaction notes

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