Thiobenzamide → HCID 22282461, compound

HRID 1062664Notes

Reaction equation

HRID 1062664 reaction equation
Br[CH:2]([C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([C:15]#[N:16])[CH:10]=1)=O)[C:3]([O:5][CH3:6])=[O:4].[C:17]([NH2:25])(=[S:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C(O)C>[C:18]1([C:17]2[S:24][C:2]([C:3]([O:5][CH3:6])=[O:4])=[C:7]([C:9]3[CH:14]=[CH:13][CH:12]=[C:11]([C:15]#[N:16])[CH:10]=3)[N:25]=2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 683563ThiobenzamideHCID 22282466HCID 22282466, compound

Product 1

HCID 22282461HCID 22282461, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of methyl 2-bromo-3-(3-cyanophenyl)-3-oxopropionate from Example 7, Part C (0.51 g, 1.8 mmol) in 20 mL of absolute ethanol was added thiobenzamide (0.25 g, 1.8 mmol). The resulting mixture was stirred at 80° C. for 24 h. The reaction was allowed to cool and then was filtered. The solid was washed with ethanol and dried in vacuo to yield 0.53 g (91%) of the title compound. MS (ESI) 321.1 (M+H)+.

Workup

  1. temperatureto cool
  2. filtrationwas filtered
  3. washThe solid was washed with ethanol
  4. customdried in vacuo

Sources & evidence

ORD record
ord-7731d8e5b57c45a2ba0286f519cf79bc
Source dataset
uspto-grants-2005_11
Patent number
US06962935B2

Reaction notes

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