Dimethylformamide → HCID 54531087, compound

HRID 648775Notes

Reaction equation

HRID 648775 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([O:13][N:14]=[C:15]([C:22]#[N:23])[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1)(O)=[O:2].CN(C)C=O.S(Cl)([Cl:31])=O>>[Cl:31][C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([O:13][N:14]=[C:15]([C:22]#[N:23])[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1)=[O:2]

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 54018226HCID 54018226, compound

Product 1

HCID 54531087HCID 54531087, compound

Conditions

Temperature
50 °C

Procedure

4 g of the product of Example 14 are suspended in 20 g of thionyl chloride, and 0.5 ml of dimethylformamide are added. The reaction mixture is then heated to 50° C. until the evolution of gas ceases (2 hours) and a clear solution has formed. Part of the excess thionyl chloride is evaporated off, affording a crystaline product which is isolated by filtration and recrystallised from dichloromethane. Melting point: 193°-195° C.

Workup

  1. customa clear solution has formed
  2. customPart of the excess thionyl chloride is evaporated off
  3. customaffording a crystaline product which
  4. customis isolated by filtration
  5. customrecrystallised from dichloromethane

Sources & evidence

ORD record
ord-a9fb4e1f3797435eb21b0bf06c23b8bc
Source dataset
uspto-grants-1988_04
Patent number
US04736055

Reaction notes

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