Potassium Hydroxide → HCID 12521661, compound

HRID 1605913Notes

Reaction equation

HRID 1605913 reaction equation
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]2[NH:6][C:7](=[S:14])[C:8]3[C:9](=[CH:11][S:12][CH:13]=3)[NH:10][C:4]=2[CH:3]=1.O1CCOC[CH2:18]1.[OH-].[K+].COS([O-])(=O)=O>CO>[Cl:1][C:2]1[CH:16]=[CH:15][C:5]2[N:6]=[C:7]([S:14][CH3:18])[C:8]3[C:9](=[CH:11][S:12][CH:13]=3)[NH:10][C:4]=2[CH:3]=1

Participants

6

Reactant 4

HCID 14797Potassium HydroxideHCID 312751,4-DioxaneHCID 4694097Methyl sulfate(1-)HCID 12521655HCID 12521655, compound

Product 1

HCID 12521661HCID 12521661, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a stirred suspension of 0.7 g. of 6-chloro-4,9-dihydro-10H-thieno[3,4-b] [1,5]benzodiazepin-10-thione in 10 ml. of dioxane is added dropwise and simultaneously at 30°-40°C., a solution of 0.95 g. of potassium hydroxide in 10 ml. of methanol and 0.8 g. of methylsulfate. After addition is complete, the mixture is stirred for 3 hours, diluted with methanol and filtered. The filtrate is concentrated to 20 ml. and diluted with water. The precipitate is collected, washed with water and recrystallized from methanol-water to give yellow crystals, m.p. 152°-154°C.

Workup

  1. additionTo a stirred suspension of 0.7 g
  2. additionAfter addition
  3. filtrationfiltered
  4. concentrationThe filtrate is concentrated to 20 ml
  5. additionand diluted with water
  6. customThe precipitate is collected
  7. washwashed with water
  8. customrecrystallized from methanol-water
  9. customto give yellow crystals, m.p. 152°-154°C.

Sources & evidence

ORD record
ord-900800c653f44cb1aa3fc13acf0d2bf3
Source dataset
uspto-grants-1976_04
Patent number
US03951981

Reaction notes

Loading…