Water → HCID 178458547, compound

HRID 258674Notes

Reaction equation

HRID 258674 reaction equation
[CH2:1]([O:4][C:5]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=[C:7]([C:8](O)=[O:9])[CH:6]=1)[CH:2]=[CH2:3].[NH2:18][C:19]1[NH:23][N:22]=[N:21][N:20]=1.O>CN(C)C=O>[CH2:1]([O:4][C:5]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=[C:7]([C:8]([NH:18][C:19]2[NH:23][N:22]=[N:21][N:20]=2)=[O:9])[CH:6]=1)[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 962WaterHCID 21426365HCID 21426365, compoundHCID 178509299HCID 178509299, compound

Product 1

HCID 178458547HCID 178458547, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

N,N'-Carbonyldiimidazole (1.27 g) and 4-allyloxyquinaldic acid (1.2 g) in dimethylformamide (30 ml) were heated at 100° for 4 hours. 5-Aminotetrazole (1.33 g) was added and the mixture was stirred at 100° for 1 hour and cooled. Water (30 ml) was added and the solid was collected and dissolved in hot aqueous dimethylaminoethanol (15 ml, 5%). The solution was filtered and the filtrate was acidified with glacial acetic acid. 4-Allyloxy-N(1H-tetrazol- 5-yl)quinaldamide was collected and dried, m.p. 260° (d).

Workup

  1. temperaturecooled
  2. customthe solid was collected
  3. dissolutiondissolved in hot aqueous dimethylaminoethanol (15 ml, 5%)
  4. filtrationThe solution was filtered
  5. custom4-Allyloxy-N(1H-tetrazol- 5-yl)quinaldamide was collected
  6. customdried

Sources & evidence

ORD record
ord-4ae0a7d32a8144f18648ad1757b6c661
Source dataset
uspto-grants-1977_07
Patent number
US04034075

Reaction notes

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