Sodium Hydroxide → HCID 11119004, compound

HRID 1795404Notes

Reaction equation

HRID 1795404 reaction equation
[CH3:1][CH:2]([CH3:19])[CH2:3][NH:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]2[N:15]=[N:16][N:17]=[C:7]2[C:6]=1[NH2:18].[C:20](OC(OCC)OCC)(=O)C.[OH-].[Na+]>O>[CH3:1][CH:2]([CH3:19])[CH2:3][N:4]1[C:5]2[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[N:8]3[N:15]=[N:16][N:17]=[C:7]3[C:6]=2[N:18]=[CH:20]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 84166Methanol, 1,1-diethoxy-, 1-acetateHCID 12051699HCID 12051699, compound

Product 1

HCID 11119004HCID 11119004, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

N5-(2-Methylpropyl)tetrazolo[1,5-a]quinoline-4,5-diamine (0.2 g, 0.78 mmole, Example 16) was combined with diethoxymethyl acetate (2 mL) and heated on a steam bath for 3 hours. Water (10 mL) and 10% sodium hydroxide (2 mL) were added and the reaction mixture was heated on a steam bath for 1 hour. A solid was isolated by filtration then recrystallized from methanol/ethyl acetate to provide 0.16 g of 6-(2-methylpropyl)-6H-imidazo[4,5-c]tetrazolo[1,5-a]quinoline as a white crystalline solid, m.p. 210–212° C. Analysis: Calculated for C14H14N6: % C, 63.14; % H, 5.30; % N, 31.56. Found: % C, 63.12; % H, 5.32; % N, 31.61.

Workup

  1. temperatureheated on a steam bath for 3 hours
  2. temperaturethe reaction mixture was heated on a steam bath for 1 hour
  3. customA solid was isolated by filtration
  4. customthen recrystallized from methanol/ethyl acetate

Sources & evidence

ORD record
ord-71a1323726cc4f79b1cc7c9b8aaa06bc
Source dataset
uspto-grants-2006_04
Patent number
US07026482B2

Reaction notes

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