Sodium Hydroxide → HCID 178464037, compound

HRID 1390022

Reaction equation

HRID 1390022 reaction equation
[CH2:1]([N:3]([CH2:17][CH3:18])[CH2:4][CH2:5][N:6]1[C:10]2[N:11]=[C:12]([Cl:15])[CH:13]=[CH:14][C:9]=2[N:8]=[C:7]1[OH:16])[CH3:2].[Cl:19]([O-])(=O)=O.[K+].[OH-].[Na+]>Cl>[CH2:17]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][N:6]1[C:10]2[N:11]=[C:12]([Cl:15])[C:13]([Cl:19])=[CH:14][C:9]=2[N:8]=[C:7]1[OH:16])[CH3:18]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 6426889Potassium ChlorateHCID 178464036HCID 178464036, compound

Product 1

HCID 178464037HCID 178464037, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
33 °C

Procedure

15 grams of 1-(2-diethylaminoethyl)-2-hydroxy-6-chloro-7-aza-benzimidazole were dissolved in 200 ml of concentrated hydrochloric acid and there were added in portions with stirring 24.5 grams of potassium chlorate at room temperature. The temperature increased temporarily to 33° C. The mixture was stirred for another hour, made alkaline with sodium hydroxide, the mixture extracted with shaking with n-butanol, the extract evaporated in a vacuum and the residue chromatographed over silica gel. The reaction product was recrystallized from ethyl acetate. M.P. 137°-139° C.; Yield: 3 grams.

Workup

  1. additionthere were added in portions
  2. extractionthe mixture extracted
  3. stirringwith shaking with n-butanol
  4. customthe extract evaporated in a vacuum
  5. customthe residue chromatographed over silica gel
  6. customThe reaction product was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-b3af77507a9447b2b79d28e48f76a33f
Source dataset
uspto-grants-1981_01
Patent number
US04247556

Linked notes

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