Water → 4-[(Difluoromethyl)thio]-6-methoxy-2-pyrimidinamine

HRID 1719596Notes

Reaction equation

HRID 1719596 reaction equation
[F:1][CH:2]([F:4])Cl.[NH2:5][C:6]1[N:11]=[C:10]([SH:12])[CH:9]=[C:8]([O:13][CH3:14])[N:7]=1.[OH-].[Na+].O>O1CCOCC1.C(OCC)(=O)C>[NH2:5][C:6]1[N:11]=[C:10]([S:12][CH:2]([F:4])[F:1])[CH:9]=[C:8]([O:13][CH3:14])[N:7]=1

Participants

7

Reactant 4

HCID 962WaterHCID 6372ChlorodifluoromethaneHCID 14798Sodium HydroxideHCID 178493624HCID 178493624, compound

Product 1

HCID 202673194-[(Difluoromethyl)thio]-6-methoxy-2-pyrimidinamine

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

Gaseous difluorochloromethane is introduced for 11/2 hours at 60° to 65° C. into a suspension of 7.8 g of 2-amino-4-mercapto-6-methoxy-pyrimidine and 30 ml of concentrated sodium hydroxide solution in 100 ml of dioxane. By the addition of water, extraction with ethyl acetate, concentration of the organic phase by evaporation and crystalisation from methanol at -78° C., there are obtained 6.4 g of 2-amino-4-difluoromethylthio-6-methoxy-pyrimidine, m.p. 83° to 84° C. (compound No. 1.13).

Workup

  1. customby evaporation and crystalisation from methanol at -78° C.

Sources & evidence

ORD record
ord-113063585bc44b1d81117d62bed7e6c5
Source dataset
uspto-grants-1985_09
Patent number
US04540782

Reaction notes

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