Sodium Hydroxide → HCID 12114565, compound

HRID 1858158Notes

Reaction equation

HRID 1858158 reaction equation
[C:1](OC(OCC)OCC)(=O)C.[CH3:12][C:13]([NH:16][C:17]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[N:20]2[N:27]=[N:28][N:29]=[C:19]2[C:18]=1[NH2:30])([CH3:15])[CH3:14].[OH-].[Na+]>C(O)(=O)C>[CH3:15][C:13]([N:16]1[C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[N:20]3[N:27]=[N:28][N:29]=[C:19]3[C:18]=2[N:30]=[CH:1]1)([CH3:12])[CH3:14]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 84166Methanol, 1,1-diethoxy-, 1-acetateHCID 12114564HCID 12114564, compound

Product 1

HCID 12114565HCID 12114565, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Diethoxymethyl acetate (1.9 mL) was added dropwise to a solution of N5 -(1,1-dimethylethyl)tetrazolo[1,5-a]quinoline-4,5-diamine (1.5 g, 5.9 mmole, Example 19) in acetic acid (15 mL). The reaction mixture was heated on a steam bath for 1 hour then made basic with sodium hydroxide. The resulting precipitate was isolated by filtration then recrystallized from ethanol to provide 6-(1,1-dimethylethyl)-6H-imidazo[4,5-c]tetrazolo[1,5-a]quinoline, m.p. 224-226° C. Analysis: Calculated for C14H14N6 : %C, 63.13; %H, 5.29; %N, 31.56; Found: %C, 62.90; %H, 5.44; %N, 31.52.

Workup

  1. temperatureThe reaction mixture was heated on a steam bath for 1 hour
  2. customThe resulting precipitate was isolated by filtration
  3. customthen recrystallized from ethanol

Sources & evidence

ORD record
ord-324b72431b844018896eb30ced6a6404
Source dataset
uspto-grants-2000_11
Patent number
US06150523

Reaction notes

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