Acetyl chloride → HCID 24937926, compound

HRID 1025941Notes

Reaction equation

HRID 1025941 reaction equation
[CH3:1][N:2]([C:20]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[S:21])[NH:3][C:4](=[O:19])[CH2:5][C:6]([NH:8][N:9]([CH3:18])[C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[S:11])=[O:7].[C:28](Cl)(=[O:30])[CH3:29]>C(Cl)Cl>[C:28]([N:8]([C:6](=[O:7])[CH2:5][C:4]([NH:3][N:2]([CH3:1])[C:20]([C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)=[S:21])=[O:19])[N:9]([CH3:18])[C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[S:11])(=[O:30])[CH3:29]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 300471Elesclomol

Product 1

HCID 24937926HCID 24937926, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of N′1,N′3-dimethyl-N′1,N′3-di(phenylcarbonothioyl)malonohydrazide (a, 2.0 mmol) in TEA (5 mL) and DCM (10 mL) was added dropwise acetyl chloride (4.0 mmol) and the mixture was stirred at rt for 12 h before quenching with aqueous 1N NaHCO3 (10 mL). The organic layer was separated and evaporated. The residue was purified by flash chromatography to give b as yellow solids (7 mg).

Workup

  1. custombefore quenching with aqueous 1N NaHCO3 (10 mL)
  2. customThe organic layer was separated
  3. customevaporated
  4. customThe residue was purified by flash chromatography

Sources & evidence

ORD record
ord-cf83cd4a8e6b47a9a2f9d06c1a4b150a
Source dataset
uspto-grants-2014_05
Patent number
US08729111B2

Reaction notes

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