Chlorodifluoromethane → HCID 13961960, compound

HRID 1460730Notes

Reaction equation

HRID 1460730 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([OH:8])[N:5]=[C:4]([S:9][CH3:10])[N:3]=1.Cl[CH:12]([F:14])[F:13]>>[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH:12]([F:14])[F:13])[N:5]=[C:4]([S:9][CH3:10])[N:3]=1

Participants

3

Reactant 2

HCID 6372ChlorodifluoromethaneHCID 178503550HCID 178503550, compound

Product 1

HCID 13961960HCID 13961960, compound

Procedure

On the other hand, in the latter process, 4-chloro-6-hydroxy-2-methylthiopyrimidine as the starting material is first reacted with monochlorodifluoromethane to obtain 4-chloro-6-difluoromethoxy-2-methylthiopyrimidine, then this product was reacted with sodium nitrite in dimethylformamide t obtain 4-hydroxy-6-difluoromethoxy-2-methylthiopyrimidine, which is further reacted with monochlorodifluoromethane in dioxane in the presence of potassium hydroxide to obtain desired 4,6-bis(difluoromethoxy)-2-methylthiopyrimidine at a yield of 50%. However, this process also involves long process steps and is very cumbersome, and as such, it is not suitable as an industrial process.

Sources & evidence

ORD record
ord-6d835aa41cff4f3f8c5c4604176f94b2
Source dataset
uspto-grants-1991_12
Patent number
US05071982

Reaction notes

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