HCID 21426367, compound → HCID 178525604, compound

HRID 1580068Notes

Reaction equation

HRID 1580068 reaction equation
[CH:1]([O:3][CH2:4][CH2:5][O:6][C:7]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]=[C:9]([C:10](O)=[O:11])[CH:8]=1)=[O:2].[NH2:20][C:21]1[NH:25][N:24]=[N:23][N:22]=1>O1CCCC1.CN(C)C=O>[CH:1]([O:3][CH2:4][CH2:5][O:6][C:7]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]=[C:9]([C:10]([NH:20][C:21]2[NH:25][N:24]=[N:23][N:22]=2)=[O:11])[CH:8]=1)=[O:2]

Participants

5

Reactant 2

HCID 21426367HCID 21426367, compoundHCID 178509299HCID 178509299, compound

Product 1

HCID 178525604HCID 178525604, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8028TetrahydrofuranSolvent

Procedure

N,N' -Carbonyldiimidazole (1.55 g) was added to 4(2-formyloxyethoxy)quinaldic acid (2.5 g) in hot tetrahydrofuran (200 ml) and the solution was heated under reflux for 1.5 hours. 5-Aminotetrazole (0.85 g) in dimethylformamide (4 ml) was added and the mixture was heated under reflux for 2.5 hours. 4(2-Formyloxyethoxy)-N(1H-tetrazol-5-yl)quinaldamide was filtered off and dried, m.p. 263°.

Workup

  1. temperaturethe solution was heated
  2. temperatureunder reflux for 1.5 hours
  3. temperaturethe mixture was heated
  4. temperatureunder reflux for 2.5 hours
  5. filtration4(2-Formyloxyethoxy)-N(1H-tetrazol-5-yl)quinaldamide was filtered off
  6. customdried

Sources & evidence

ORD record
ord-8f566e8d027542c7ac8882ad2c36bf70
Source dataset
uspto-grants-1976_01
Patent number
US03932416

Reaction notes

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