Ammonia → HCID 12202410, compound

HRID 1076576Notes

Reaction equation

HRID 1076576 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[Cl:17])=[N:4][C:3]1=[O:18].S(Cl)([Cl:22])(=O)=O.N>C(Cl)(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[Cl:17])=[N:4][C:3]1=[O:18]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 24648Sulfuryl chlorideHCID 12202399HCID 12202399, compound

Product 1

HCID 12202410HCID 12202410, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 450 mg of 1-methyl-4-(o-chlorophenyl)-1,2-dihydrothieno[2,3-d]pyrimidin-2-one in 11 ml of chloroform is added dropwise 0.66 g of sulfuryl chloride. After stirring the reaction mixture for 7 hours at 50°C, the reaction mixture is neutralized with aqueous ammonia, then extracted with chloroform. The chloroform extracts are washed with water, dried and evaporated under reduced pressure to a residue to give crystals, which are recrystallized from ethanol-ether to give 1-methyl-4-(o-chlorophenyl)-6-chloro-1,2-dihydrothieno[2,3-d]pyrimidin-2-one as crystals having a melting point of 164° - 166°C.

Workup

  1. extractionextracted with chloroform
  2. washThe chloroform 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-ether

Sources & evidence

ORD record
ord-53f0a2bf76eb45f098f868371df8235e
Source dataset
uspto-grants-1976_05
Patent number
US03957783

Reaction notes

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