Potassium Hydroxide → HCID 12521663, compound

HRID 371641Notes

Reaction equation

HRID 371641 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH3:12])[C:10]3=[CH:13][S:14][CH:15]=[C:9]3[C:8](=[S:16])[NH:7][C:6]=2[CH:17]=1.O1CCOC[CH2:19]1.[OH-].[K+].S([O-])(OC)(=O)=O>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH3:12])[C:10]3=[CH:13][S:14][CH:15]=[C:9]3[C:8]([S:16][CH3:19])=[N:7][C:6]=2[CH:17]=1

Participants

6

Reactant 4

HCID 14797Potassium HydroxideHCID 312751,4-DioxaneHCID 4694097Methyl sulfate(1-)HCID 12521656HCID 12521656, compound

Product 1

HCID 12521663HCID 12521663, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a stirred suspension of 1.1 g. of 7-chloro-4-methyl-4,9-dihydro-10H-thieno[3,4-b][1,5]benzodiazepin-10-thione in 15 ml. of dioxane is added dropwise and simultaneously at 30°-40° C., a solution of 1.3 g. of potassium hydroxide in 15 ml. of methanol and 1.1 g. of methyl sulfate. After addition is complete, the mixture is stirred for 3 hours, diluted with methanol and filtered. The filtrate is concentrated to 20 ml., diluted with water and the precipitate is collected. Recrystallization from methanol-water gives deep yellow crystals, m.p. 156°-158° C.

Workup

  1. additionTo a stirred suspension of 1.1 g
  2. additionAfter addition
  3. filtrationfiltered
  4. concentrationThe filtrate is concentrated to 20 ml
  5. addition, diluted with water
  6. customthe precipitate is collected
  7. customRecrystallization from methanol-water
  8. customgives deep yellow crystals, m.p. 156°-158° C.

Sources & evidence

ORD record
ord-619ffed685e542bd8e34bf4ff9930b70
Source dataset
uspto-grants-1978_05
Patent number
US04087421

Reaction notes

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