Hydrochloric Acid → HCID 21465899, compound

HRID 1940206Notes

Reaction equation

HRID 1940206 reaction equation
C([O:3][C:4](=[O:31])[CH2:5][N:6]1[N:12]=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[Cl:19])[C:10]2[CH:20]=[C:21]([Cl:24])[CH:22]=[CH:23][C:9]=2[N:8]([CH2:25][C:26]([CH3:29])([CH3:28])[CH3:27])[C:7]1=[O:30])C.[OH-].[Na+].O.Cl>C(O)C>[Cl:24][C:21]1[CH:22]=[CH:23][C:9]2[N:8]([CH2:25][C:26]([CH3:29])([CH3:28])[CH3:27])[C:7](=[O:30])[N:6]([CH2:5][C:4]([OH:31])=[O:3])[N:12]=[C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[Cl:19])[C:10]=2[CH:20]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 54441608HCID 54441608, compound

Product 1

HCID 21465899HCID 21465899, compoundYield 60.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 7-chloro-5-(2-chlorophenyl)-1-neopentyl-1,2-dihydro-2-oxo-3H-1,3,4-benzotriazepine-3-acetic acid ethyl ester obtained in Example 56 (0.16 g) in ethanol (3 ml) was added a 1N aqueous solution of sodium hydroxide (0.3 ml). The mixture was stirred for 4 hours at room temperature. To the reaction mixture was added water (50 ml), which was made acid with 1N HCl, then the solution was concentrated. To the concentrate was added dichloromethane (50 ml), which was washed with water, then the solvent was distilled off. The residue was recrystallized from dichloromethane--petroleum ether to give 91 mg of colorless crystals, m.p. 181°-183° C.

Workup

  1. concentrationthe solution was concentrated
  2. additionTo the concentrate was added dichloromethane (50 ml), which
  3. washwas washed with water
  4. distillationthe solvent was distilled off
  5. customThe residue was recrystallized from dichloromethane

Sources & evidence

ORD record
ord-42a4749663b74b509c606e1a76c4c71b
Source dataset
uspto-grants-1997_12
Patent number
US05698691

Reaction notes

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