Hydrochloric Acid → HCID 20513326, compound

HRID 1163898Notes

Reaction equation

HRID 1163898 reaction equation
[OH:1][CH:2]([CH2:16][NH:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:3][O:4][C:5]1[C:13]2[NH:12][C:11](=[O:14])[NH:10][C:9]=2[C:8]([CH3:15])=[CH:7][CH:6]=1.C[O-].[Na+].[C:25](N=[N+]=[N-])(=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[ClH:36]>CN(C)C=O>[ClH:36].[C:25]([O:1][CH:2]([CH2:16][NH:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:3][O:4][C:5]1[C:13]2[NH:12][C:11](=[O:14])[NH:10][C:9]=2[C:8]([CH3:15])=[CH:7][CH:6]=1)(=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 61132Benzoyl azideHCID 10942334Sodium MethoxideHCID 12926635HCID 12926635, compound2×

Product 1

HCID 20513326HCID 20513326, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-(2-Hydroxy-3-tert.-butylaminopropoxy)-7-methyl-2-benzimidazolinone (prepared from the hydrochloride (see Example 3) and methanolic sodium methylate solution) is stirred for 5 days at ambient temperature with an equimolar amount of benzoic acid azide in dimethylformamide. The crystalline precipitate obtained is mixed with ethereal hydrochloric acid and, after evaporation, recrystallised from ethanol to give 4-[2-benzoyloxy-3-tert.-butylaminopropoxy]-7-methyl-2-benzimidazolinone hydrochloride; m.p. 216°-218° C.

Workup

  1. customThe crystalline precipitate obtained
  2. customafter evaporation
  3. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-b0ac557d77ca4a9eaeab07efda54893f
Source dataset
uspto-grants-1983_01
Patent number
US04367235

Reaction notes

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