Ammonia → HCID 12202409, compound

HRID 1076579Notes

Reaction equation

HRID 1076579 reaction equation
[CH3:1][N:2]1[C:7]2[S:8][CH:9]=[CH:10][C:6]=2[C:5]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[F:17])=[N:4][C:3]1=[O:18].S(Cl)([Cl:22])(=O)=O.N>C(Cl)Cl>[CH3:1][N:2]1[C:7]2[S:8][C:9]([Cl:22])=[CH:10][C:6]=2[C:5]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[F:17])=[N:4][C:3]1=[O:18]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 24648Sulfuryl chlorideHCID 12202395HCID 12202395, compound

Product 1

HCID 12202409HCID 12202409, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 0.5 g of 1-methyl-4-(o-fluorophenyl)-1,2-dihydrothieno[2,3-d]pyrimidin-2-one in 20 ml of methylene chloride is added dropwise 1.21 g of sulfuryl chloride. After stirring the reaction mixture for 72 hours at room temperature, the reaction mixture is neutralized with aqueous ammonia, then extracted with methylene chloride. The methylene chloride extracts are washed with water, dried and evaporated under reduced pressure to a residue, to give crystals which are recrystallized from ethanol to give 1-methyl-4-(o-fluorophenyl)-6-chloro-1,2-dihydrothieno[2,3-d]pyrimidin-2-one as crystals having a melting point of 192.5° - 194°C.

Workup

  1. extractionextracted with methylene chloride
  2. washThe methylene chloride extracts are washed with water
  3. customdried
  4. customevaporated under reduced pressure to a residue
  5. customto give crystals which
  6. customare recrystallized from ethanol

Sources & evidence

ORD record
ord-896801191c7245dcaf6521e69228d88a
Source dataset
uspto-grants-1976_05
Patent number
US03957783

Reaction notes

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