Thionyl Chloride → 3-cyano-7-methylsulfonylamino-6-phenoxy-4H-1-benzopyran-4-one

HRID 1031736Notes

Reaction equation

HRID 1031736 reaction equation
[C:1]([C:4]1[C:9](=[O:10])[C:8]2[CH:11]=[C:12]([O:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:13]([NH:15][S:16]([CH3:19])(=[O:18])=[O:17])=[CH:14][C:7]=2[O:6][CH:5]=1)(=O)[NH2:2].S(Cl)(Cl)=O>CN(C)C=O>[C:1]([C:4]1[C:9](=[O:10])[C:8]2[CH:11]=[C:12]([O:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:13]([NH:15][S:16]([CH3:19])(=[O:18])=[O:17])=[CH:14][C:7]=2[O:6][CH:5]=1)#[N:2]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 107855963-carbamoyl-7-methylsulfonylamino-6-phenoxy-4H-1-benzopyran-4-one

Product 1

HCID 147224153-cyano-7-methylsulfonylamino-6-phenoxy-4H-1-benzopyran-4-one

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3-Carbamoyl-7-methylsulfonylamino-6-phenoxy-4H-1-benzopyran-4-one was reacted with thionyl chloride in N,N-dimethylformamide to obtain 3-cyano-7-methylsulfonylamino-6-phenoxy-4H-1-benzopyran-4-one. The properties (melting point and IR) of this compound were identical with those of the compound obtained in Example 4.

Sources & evidence

ORD record
ord-6ab6da674f054e4c8e09f5ff83724807
Source dataset
uspto-grants-1990_09
Patent number
US04954518

Reaction notes

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