Sulfuryl chloride → HCID 20387764, compound

HRID 1702452Notes

Reaction equation

HRID 1702452 reaction equation
S(Cl)([Cl:4])(=O)=O.[CH:6]1[S:7][CH:8]=[C:9]2[C:15]=1[C:14](=[O:16])[NH:13][C:12]1[CH:17]=[CH:18][CH:19]=[CH:20][C:11]=1[NH:10]2>C(Cl)Cl>[Cl:4][C:8]1[S:7][CH:6]=[C:15]2[C:14](=[O:16])[NH:13][C:12]3[CH:17]=[CH:18][CH:19]=[CH:20][C:11]=3[NH:10][C:9]=12

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 125216414,9-dihydro-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

Product 1

HCID 20387764HCID 20387764, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

13.5 g of sulfuryl chloride in 100 ml of methylene chloride are added dropwise to a solution of 21.6 g of 9,10-dihydro-4H-thieno[3,4-b][1,5]benzodiazepin-10-one in 300 ml of methylene chloride at -40° C. The mixture is left to stand at room temperature for a further hour and is then extracted by shaking it with sodium bicarbonate solution and washing it with water; the organic phase is dried and concentrated. The residue is made to crystallize with a little methanol. 3-Chloro-9,10-dihydro-4H-thieno[3,4-b][1,5]benzodiazepin-10-one is thus obtained.

Workup

  1. waitThe mixture is left
  2. waitto stand at room temperature for a further hour
  3. extractionis then extracted
  4. washwashing it with water
  5. customthe organic phase is dried
  6. concentrationconcentrated
  7. customto crystallize with a little methanol

Sources & evidence

ORD record
ord-b84032148ea54f57aa39c77409e4a176
Source dataset
uspto-grants-1983_04
Patent number
US04381301

Reaction notes

Loading…