Potassium Hydroxide → HCID 20394577, compound

HRID 1703997Notes

Reaction equation

HRID 1703997 reaction equation
[OH-].[K+].C([O-])C.C[O:7][C:8]([C:10]1[N:11]([CH3:33])[C:12](=[O:32])[N:13]2[C:19]3[CH:20]=[CH:21][C:22]([Cl:24])=[CH:23][C:18]=3[C:17]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[Cl:31])=[N:16][CH2:15][C:14]=12)=[O:9]>O.CO>[Cl:24][C:22]1[CH:21]=[CH:20][C:19]2[N:13]3[C:12](=[O:32])[N:11]([CH3:33])[C:10]([C:8]([OH:9])=[O:7])=[C:14]3[CH2:15][N:16]=[C:17]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[Cl:31])[C:18]=2[CH:23]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 867361548-chloro-6-(2-chlorophenyl)-1,2-dihydro-2-methyl-1-oxo-4H-imidazo[1,5-a][1,4]benzodiazepin-3-carboxylic acid methyl ester ethanolate

Product 1

HCID 20394577HCID 20394577, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Potassium hydroxide, 1.3 g (0.02 mole), was dissolved in 1 ml of water and added to a suspension of 4 g (0.0097 mole) of 8-chloro-6-(2-chlorophenyl)-1,2-dihydro-2-methyl-1-oxo-4H-imidazo [1,5-a][1,4]benzodiazepin-3-carboxylic acid methyl ester ethanolate in 200 ml of methanol. The solution was refluxed under argon for 3 hrs, concentrated at reduced pressure, diluted with cold water and acidified with acetic acid to give an off-white solid. The solid was washed with water and air dried on the funnel overnight to give crude end product. Recrystallization from ethanol/methylene chloride gave white crystals with mp 265°-267° (dec).

Workup

  1. temperatureThe solution was refluxed under argon for 3 hrs
  2. concentrationconcentrated at reduced pressure
  3. additiondiluted with cold water
  4. customto give an off-white solid
  5. washThe solid was washed with water and air
  6. customdried on the funnel overnight
  7. customto give crude end product
  8. customRecrystallization from ethanol/methylene chloride
  9. customgave white crystals with mp 265°-267° (dec)

Sources & evidence

ORD record
ord-766367ab6cdb41f8b0fd1aac1295ac98
Source dataset
uspto-grants-1978_11
Patent number
US04125726

Reaction notes

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