4-Chlorobutyrophenone → HCID 54068083, compound

HRID 613680Notes

Reaction equation

HRID 613680 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=O.[CH3:13][NH:14][C:15](=[S:18])[NH:16][NH2:17]>C(O)C>[Cl:1][CH2:2][CH2:3][CH2:4][C:5](=[N:17][NH:16][C:15](=[S:18])[NH:14][CH3:13])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 2535334-ChlorobutyrophenoneHCID 2723853N-Methylhydrazinecarbothioamide

Product 1

HCID 54068083HCID 54068083, compoundYield 100.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4-chlorobutyrophenone (7.6 mL, 48 mmol) and 4-methylthiosemicarbazide (5.0 g, 48 mmol) in 300 mL of ethanol under a nitrogen atmosphere was warmed to dissolve all the solids and then allowed to stir at room temperature overnight. The solvent was removed under reduced pressure to give 13.0 g of a light yellow solid. Recrystallization of the solid form ethanol gave 7.25 g (57%) of the title compound as a white solid, mp 94-96° C.

Workup

  1. temperaturewas warmed
  2. dissolutionto dissolve all the solids
  3. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-479bc6b452c440eb83584d4ea7c25e88
Source dataset
uspto-grants-1999_12
Patent number
US06008362

Reaction notes

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