Dimethylformamide → HCID 18922232, compound

HRID 1289781Notes

Reaction equation

HRID 1289781 reaction equation
[NH2:1][C:2]1[N:6]=[C:5]([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[NH:4][N:3]=1.CN(C)C=O.[CH3:19][N:20]=[C:21]=[S:22].C(Cl)(Cl)Cl.CO>C(Cl)(Cl)Cl>[NH2:1][C:2]1[N:3]([C:21]([NH:20][CH3:19])=[S:22])[N:4]=[C:5]([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:6]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 11167Methyl isothiocyanateHCID 21584188Chloroform methanolHCID 178509281HCID 178509281, compound

Product 1

HCID 18922232HCID 18922232, compoundYield 18%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The synthesis method of Example 1-(3) was applied. The compound (3.86 g) obtained in (2) above, dimethylformamide (50 ml) and methyl isothiocyanate (1.81 g) were used as reagents and the mixture was stirred at room temperature for 6 days. After the reaction, silica gel column chromatography (chloroform-methanol) and recrystallization from chloroform gave 961 mg of white crystals (yield 18%).

Sources & evidence

ORD record
ord-9227cb44cabe447bafc5ad3ffcb1af67
Source dataset
uspto-grants-1998_05
Patent number
US05750545

Reaction notes

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