Sodium Hydroxide → HCID 86752709, compound

HRID 963082Notes

Reaction equation

HRID 963082 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:37]=[CH:38][C:39]=1[Cl:40])[C:5]([NH:7][CH2:8][C:9]1[N:13]2[C:14]3[S:34][C:33]([CH2:35][CH3:36])=[CH:32][C:15]=3[C:16]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[Cl:31])=[N:17][CH:18]([CH2:19][C:20]([O:22]CC)=[O:21])[C:12]2=[N:11][N:10]=1)=[O:6].[OH-:41].[Na+]>CO>[CH:2]([O-:41])([CH3:3])[CH3:39].[Cl:1][C:2]1[CH:3]=[C:4]([CH:37]=[CH:38][C:39]=1[Cl:40])[C:5]([NH:7][CH2:8][C:9]1[N:13]2[C:14]3[S:34][C:33]([CH2:35][CH3:36])=[CH:32][C:15]=3[C:16]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[Cl:31])=[N:17][CH:18]([CH2:19][C:20]([OH:22])=[O:21])[C:12]2=[N:11][N:10]=1)=[O:6]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67727696HCID 67727696, compound

Product 1

HCID 86752709HCID 86752709, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl 9-((3,4-dichlorobenzoylamino)methyl)-4-(2-chlorophenyl)-2-ethyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine-6-acetate (0.4 g) was dissolved in methanol (4 ml). 2N Sodium hydroxide (1 ml) was added and the mixture was stirred. The solvent was evaporated. Water was added and the mixture was washed with ethyl acetate. Citric acid was added to the aqueous layer to make the layer acidic. The solution was extracted with ethyl acetate and the extract was dried over magnesium sulfate. The solvent was evaporated, and the residue was recrystallized from a mixed solvent of diisopropyl alcohol and methanol to give 0.17 g of 9-((3,4-dichlorobenzoylamino)methyl)-4-(2-chlorophenyl)-2-ethyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]-diazepine-6-acetic acid isopropyl alcoholate.

Workup

  1. customThe solvent was evaporated
  2. additionWater was added
  3. washthe mixture was washed with ethyl acetate
  4. additionCitric acid was added to the aqueous layer
  5. extractionThe solution was extracted with ethyl acetate
  6. dry with materialthe extract was dried over magnesium sulfate
  7. customThe solvent was evaporated
  8. customthe residue was recrystallized from a mixed solvent of diisopropyl alcohol and methanol

Sources & evidence

ORD record
ord-1a5cdd8888fb46e5abe0ad93b6820922
Source dataset
uspto-grants-1998_06
Patent number
US05760032

Reaction notes

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