Ethanethiol → HCID 62947998, compound

HRID 923102Notes

Reaction equation

HRID 923102 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8](F)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[CH2:11]([SH:13])[CH3:12]>>[Cl:1][C:2]1[CH:9]=[C:8]([S:13][CH2:11][CH3:12])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]

Participants

3

Reactant 2

HCID 6343EthanethiolHCID 1090002-Chloro-4-fluorobenzonitrile

Product 1

HCID 62947998HCID 62947998, compound

Procedure

4 g of 2-chloro-4-fluorobenzonitrile was used in Procedure Q with ethanethiol to afford 2-chloro-4-(ethylthio)benzonitrile. 2 g of 2-chloro-4-(ethylthio)benzonitrile was reacted via Procedure T to give 2-chloro-4-(ethylthio)benzoic acid. 1.5 g of 2-chloro-4-(ethylthio)benzoic acid was reacted via Procedure R to yield 2-chloro-4-(ethylsulfonyl)benzoic acid. 75 mg of 4-chloro-3-(pyridin-2-yl)aniline was coupled to 2-chloro-4-(ethylsulfonyl)benzoic acid via Procedure G. The product was purified on reverse phase HPLC to yield 2-chloro-N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-(ethylsulfonyl)benzamide. MS (Q1) 435.1 (M)+.

Sources & evidence

ORD record
ord-f162023e213c4915bfeb7233cfaf3f37
Source dataset
uspto-grants-2016_03
Patent number
US09278961B2

Reaction notes

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