Ammonia → HCID 21487711, compound

HRID 1076613Notes

Reaction equation

HRID 1076613 reaction equation
[CH3:1][N:2]1[C:7]2[S:8][CH:9]=[C:10]([CH3:11])[C:6]=2[C:5]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[Cl:18])=[N:4][C:3]1=[O:19].S(Cl)([Cl:23])(=O)=O.N>C(Cl)(Cl)Cl>[CH3:1][N:2]1[C:7]2[S:8][C:9]([Cl:23])=[C:10]([CH3:11])[C:6]=2[C:5]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[Cl:18])=[N:4][C:3]1=[O:19]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 24648Sulfuryl chlorideHCID 21487724HCID 21487724, compound

Product 1

HCID 21487711HCID 21487711, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a solution of 1.5 g of 1-methyl-4-(o-chlorophenyl)-5-methyl-1,2-dihydrothieno[2,3-d]pyrimidin-2-one in 30 ml of chloroform is added dropwise 1.62 g of sulfuryl chloride in 6 ml of chloroform. After stirring the reaction mixture for 2 hours at room temperature, the reaction mixture is neutralized with aqueous ammonia, then extracted with chloroform. The chloroform extracts are washed with water, dried, evaporated under reduced pressure to a residue to give crystals of 1-methyl-4-(o-chlorophenyl)-5-methyl-6-chloro-1,2-dihydrothieno[2,3-d]pyrimidin-2-one, which are recrystallized from ethanol to give 1.252 g of crystals having a melting point of 199.5° - 200.5°C; yield 74.5 %.

Workup

  1. extractionextracted with chloroform
  2. washThe chloroform extracts are washed with water
  3. customdried
  4. customevaporated under reduced pressure to a residue

Sources & evidence

ORD record
ord-2753671510c34a588f49bf2a06380d9b
Source dataset
uspto-grants-1976_05
Patent number
US03957783

Reaction notes

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