3,4-Dichloroaniline → HCID 86701883, compound

HRID 527284Notes

Reaction equation

HRID 527284 reaction equation
[C:1]([C:3](=[C:7]([S:10][CH3:11])SC)[C:4]([NH2:6])=[O:5])#[N:2].[Cl:12][C:13]1[CH:14]=[C:15]([CH:17]=[CH:18][C:19]=1[Cl:20])[NH2:16]>CCO>[C:1]([C:3](=[C:7]([NH:16][C:15]1[CH:17]=[CH:18][C:19]([Cl:20])=[C:13]([Cl:12])[CH:14]=1)[S:10][CH3:11])[C:4]([NH2:6])=[O:5])#[N:2]

Participants

4

Reactant 2

HCID 72573,4-DichloroanilineHCID 27477462-Cyano-3,3-bis(methylthio)acrylamide

Product 1

HCID 86701883HCID 86701883, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Dissolved 0.500 g 2-cyano-3,3-bis(methylthio)acrylamide in 15 mL EtOH and added 172 mg (1.0 eq.) 3,4-dichloroaniline. Stirred reaction at 75° C. until starting amide was absent by HPLC. Once complete (18 hrs), reaction was brought to room temperature and filtered to obtain 2-cyano-3-((3,4-dichlorophenyl)amino)-3-(methylthio)acrylamide as a light yellow powder as product. Product was allowed to dry under vacuum for 1 hr.

Workup

  1. customreaction at 75° C.
  2. customOnce complete (18 hrs), reaction
  3. customwas brought to room temperature
  4. filtrationfiltered

Sources & evidence

ORD record
ord-0e827420bdbb4c7d9e3cf0f859c43e22
Source dataset
uspto-grants-2016_05
Patent number
US09346792B2

Reaction notes

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